- ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles
-
The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.
- Dhawale, Kiran D.,Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.,Patil, Limbraj R.
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p. 1588 - 1601
(2021/03/18)
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- Ultrasound-assisted efficient and green synthesis of 2-substituted benzothiazoles under solvent-free condition using recyclable sulfated tungstate
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Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the synthesis of 2-substituted benzothiazoles. The corresponding benzothiazoles were obtained using a condensation reaction of 2-aminothiophenol with various aldehydes under ultrasound irradiation at room temperature. Various functional groups on the 2-aminothiophenol as well as on the aldehydes were tolerated to provide 2-substituted benzothiazoles derivatives in excellent yields. The faster reaction rate, solvent-free or mild reaction conditions, wide functional group compatibility, excellent yields, easy work-up procedure, and excellent catalyst recyclability are the advantages of this protocol. These advantages make this process more practicable, cost-effective, and environmentally benign.
- Pise, Ashok S.,Ingale, Ajit P.,Dalvi, Navnath R.
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supporting information
p. 3629 - 3641
(2021/10/12)
-
- Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at room temperature
-
A simple, mild, eco-friendly, general, and convenient approach has been developed for the synthesis of structurally diverse 2-arylbenzothiazole derivatives from the reactions of 2-aminothiophenol and various aromatic aldehydes using camphor sulfonic acid
- Kaur, Gurpreet,Moudgil, Radha,Shamim, Mussarat,Gupta, Vivek Kumar,Banerjee, Bubun
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supporting information
p. 1100 - 1120
(2021/01/20)
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- Pentafluorophenylammonium Triflate: A Mild, Efficient and Reusable Catalyst for the Synthesis of 2-Arylbenzothiazole and 2-Arylbenzothiazoline Derivatives in a Green Chemical Approach
-
In this work, one pot, simple and environmentally benign effective synthesis of 2-substituted benzothiazole and benzothiazoline derivatives are described in presence of PFPAT (pentafluorophenylammonium triflate) catalyst in water successfully. A series of benzothiazole derivative were synthesized by the reaction between 2-aminothiophenol and various aldehydes in good yields. Recyclability of the catalyst is observed for four times without loss of its activity in aqueous medium.
- Datta, Arup
-
-
- Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols
-
Transformation of aryl alcohols into high-value functionalized aromatic compounds by selective cleavage and functionalization of the C(aryl)-C(OH) bond is of crucial importance, but very challenging by far. Herein, for the first time, we report a novel and versatile strategy for activation and functionalization of C(aryl)-C(OH) bonds by the cooperation of oxygenation and decarboxylative functionalization. A diverse range of aryl alcohol substrates were employed as arylation reagents via the cleavage of C(aryl)-C(OH) bonds and effectively converted into corresponding thioether, arene, and arylated benzoxazole products in excellent yields, in a Cu based catalytic system using O2 as the oxidant. This study offers a new way for aryl alcohol conversion and potentially offers a new opportunity to produce high-value functionalized aromatics from renewable feedstocks such as lignin which features abundant C(aryl)-C(OH) bonds in its linkages.
- Chen, Bingfeng,Han, Buxing,Liu, Mingyang,Meng, Qinglei,Song, Jinliang,Zhang, Pei,Zhang, Zhanrong
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p. 7634 - 7640
(2020/08/14)
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- NCS/TBHP promoted C2 arylation of benzothiazoles with aldehydes in DMSO
-
A N-chlorosuccinimide catalyzed oxidative synthesis of 2-aryl benzothiazole from benzothiazoles and aryl aldehydes using tert-butyl peroxybenzoate as an oxidant in dimethyl sulfoxide (DMSO) has been developed in moderate to good yields. Solvent DMSO as a strong Lewis base plays an efficient role in the reaction. Various substrates were tolerated under optimized conditions affording the arylated products in 12–94% yields for 28 examples. Additionally, acylated benzothiazoles were produced with 4 examples.
- Xu, Wen-Xiu,Ye, Fei-Xia,Liu, Xing-Hai,Weng, Jian-Quan
-
-
- Preparation method of substituted benzothiazole C2 arylated derivative
-
The invention discloses a substituted benzothiazole C2 arylated derivative and a preparation method thereof. The preparation method comprises the following steps: mixing substituted benzothiazole represented by a formula (II) and substituted benzaldehyde represented by a formula (III); adding a free radical initiator N-chlorosuccinimide (NCS) and an oxidant tert-butyl hydroperoxide (TBHP), carrying out a stirring reaction for about 12 h at 120 DEG C in a nitrogen atmosphere by using DMSO as a solvent, and after the reaction is finished, separating and purifying the reaction liquid to prepare the substituted benzothiazole C2 arylated derivative represented by a formula (I). The invention provides a new method for synthesizing a benzothiazole C2 arylated derivative by taking an NCS/TBHP double component as an oxidation system through a stirring and reaction for about 12 hours at 120 DEG C in a nitrogen atmosphere under the assistance of a strong Lewis base DMSO; and according to the method, an NCS/TBHP double-component oxidation system and an aprotic solvent are selected, and the method has the advantages of being simple in catalytic system, good in product yield and wide in substrate range.
- -
-
Paragraph 0053-0054
(2020/05/02)
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- Synthesis and characterization of a new poly(N–heterocyclic carbene Cu complex) immobilized on nano–silica, (CuII–NHCs)n@nSiO2, and its application as an efficient and reusable catalyst in the synthesis of benzimidazoles,
-
The present study describes the synthesis and characterization of a new poly(N–heterocyclic carbene Cu complex) immobilized on nano silica, (CuII–NHCs)n@nSiO2. The (CuII–NHCs)n@nSiO2 dendri
- Khajehzadeh, Mostafa,Moghadam, Majid,Jamehbozorgi, Saeed
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p. 173 - 189
(2018/10/21)
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- Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase
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The invention discloses a method for synthesizing benzothiazole by microwave radiation of a benzothioamide compound in an aqueous phase. The method includes the steps: adding the benzothioamide compound into the aqueous phase under microwave conditions; performing cyclization under alkaline conditions to generate the benzothiazole. The method for preparing the benzothiazole is environmentally friendly, simple and convenient in operation, safe, cheap and efficient. Compared with the prior art, the method is applicable to a lot of functional groups, high in yield, few in by-products, simple in operation, safe, low in cost and environmentally friendly.
- -
-
Paragraph 0013; 0042
(2019/02/13)
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- Method for preparing benzothiazole compound through microwave catalysis in water phase
-
The invention discloses a method for preparing a benzothiazole compound through/under microwave catalysis in a water phase. A water-soluble coordination compound is used as a catalyst, and a reactionof inorganic sulfide, 2-iodoaniline and aldehyde is efficiently catalyzed through microwaves in a pure water phase. The method for preparing the benzothiazole compound is environmentally friendly, convenient to operate, safe, cheap and efficient. Compared with the prior art, the method is applied to a large quantity of functional groups, high in yield, simple to operate, safe, low in cost and environmentally friendly and produces a few byproducts.
- -
-
Paragraph 0016; 0026
(2018/05/16)
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- Benzothiazole based chemosensors having appended amino group(s): Selective binding of Hg2+ ions by three related receptors
-
A set of three amino-benzothiazole based receptors 3, 5 and 6 was prepared and their fluorogenic chemosensory behaviors towards transition metal ions were investigated. All the chemosensors showed excellent selectivity towards Hg2+ metal ions. Of particular interest, the pyridine derivative 3, illustrated greater sensitivity towards transition metal ions like Hg2+, Ni2+ and Cu2+ in both absorption and emission spectroscopic techniques using MeOH solution. This sensitive signaling behavior of was attributed to the higher basicity of pyridine-benzothiazole 3 derivative as compared to the aniline derivatives 5 and 6.
- Dhaka, Gargi,Singh, Jasvinder,Kaur, Navneet
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p. 152 - 157
(2017/03/30)
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- Copper-Catalyzed Chelation-Assisted ortho-Nitration of 2-Aryls Using Pharmacophoric Benzothiazoles and Benzoxazoles as Directing Groups
-
A copper-catalyzed chelation-assisted ortho-nitration reaction of aryl derivtives has been achieved, using benzazoles as efficient directing groups. The reaction is general and efficient for aryl derivatives with various electronic properties, and also with different pharmacophorically important directing groups, i.e., benzoxazoles, benzothiazoles, and benzimidazoles. The nitro-group-containing products have significance as fluorogenic compounds and potential nitroreductase substrates that could be used for the detection of clinically important microorganisms. The nitration reaction proceeds with an inexpensive copper catalyst and a mild, cheap, and environmentally friendly nitro source, Fe(NO3)3·9H2O. This operationally simple and functional-group-tolerant protocol for the nitration of 2-aryl benzazoles proceeds with a high regioselectivity without the exclusion of air or moisture.
- Vinayak, Botla,Ashok, Akudari,Chandrasekharam, Malapaka
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p. 7127 - 7132
(2017/12/28)
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- Cobalt-Catalyzed Decarboxylative C-H (Hetero)Arylation for the Synthesis of Arylheteroarenes and Unsymmetrical Biheteroaryls
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A cobalt-catalyzed decarboxylative cross-coupling reaction of (hetero)aryl carboxylic acids with benzothiazoles or benzoxazoles is reported. This represents a first example of metal-catalyzed decarboxylative C-H heteroarylation of benzo-fused heterocycles. The transformation provides a convenient route, with good yields and functional group tolerance, to various important arylheteroaryl and unsymmetrical biheteroaryl structural motifs.
- Li, Yanrong,Qian, Fen,Wang, Mengshi,Lu, Hongjian,Li, Guigen
-
supporting information
p. 5589 - 5592
(2017/10/25)
-
- Copper mediated decarboxylative direct C-H arylation of heteroarenes with benzoic acids
-
Decarboxylative coupling reactions to date require a stoichiometric oxidant (such as copper and silver salts) for decarboxylation purposes along with a metal catalyst (e.g. palladium) for cross-coupling. In this communication, an economic and sustainable approach by using a simple copper salt was developed in the presence of molecular oxygen as the sole oxidant. A wide range of 5-membered heteroarenes undergo aryl-heteroaryl cross-coupling with electron deficient aryl carboxylic acids.
- Patra, Tuhin,Nandi, Sudip,Sahoo, Santosh K.,Maiti, Debabrata
-
supporting information
p. 1432 - 1435
(2016/01/25)
-
- Epichlorohydrin cross-linked β -cyclodextrin: An environmental method for the synthesis of 2-arylbenzothiazoles derivatives in water
-
In the present study, we report an environmentally benign synthesis of 2-arylbenzothiazoles derivatives from o-aminothiophenol and aldehydes in aqueous medium using β-cyclodextrin polymer as a catalyst and air as an oxidant. The polymer showed excellent c
- El-Remaily, Mahmoud Abd El Aleem Ali Ali,Soliman, Ahmed M. M.
-
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- Facile one-pot synthesis of 2-arylbenzothiazoles catalyzed by H3PO4/TiO2-ZrO2(1/1) under solvent-free conditions
-
A highly efficient and simple protocol for the preparation of 2-arylbenzothiazoles through condensation of 2-aminothiophenol and different aldehydes in the presence of H3PO4/TiO2-ZrO2(1/1)-cetyl pyridinium bromi
- Naeimi, Hossein,Heidarnezhad, Arash
-
supporting information
p. 594 - 603
(2016/06/06)
-
- Single Heteroatom Fine-Tuning of the Emissive Properties in Organoboron Complexes with 7-(Azaheteroaryl)indole Systems
-
The application of organoboron compounds as light-absorbing or light-emitting species in areas as relevant as organic electronics or biomedicine has motivated the search for new materials which contribute to the progress of those applications. This articl
- Más-Montoya, Miriam,Usea, Laura,Espinosa Ferao, Arturo,Montenegro, María F.,Ramírez De Arellano, Carmen,Tárraga, Alberto,Rodríguez-López, José N.,Curiel, David
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p. 3296 - 3302
(2016/05/19)
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- Palladium-catalyzed ortho-nitration of 2-arylbenzoxazoles
-
An efficient and general protocol for palladium-catalyzed chelation-assisted ortho-nitration of 2-arylbenzoxazoles has been developed. This nitration exhibits high regioselectivity for the substrates, and the reaction could tolerate many functional groups such as F, Cl, Br, CH3, CH3O, affording ortho-nitration products in moderate to good yields. Moreover, some 2-arylbenzoxazole heterocyclic analogues proceed well under this catalytic system. Further studies have been performed to obtain insight into the mechanism.
- Qiao, Hui-Jie,Yang, Fan,Wang, Shi-Wei,Leng, Yu-Ting,Wu, Yang-Jie
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p. 9258 - 9263
(2015/11/27)
-
- Magnetically separable nano CeO2: A highly efficient catalyst for ligand free direct C-H arylation of heterocycles
-
An efficient, ligand free, nano CeO2-Fe3O4 catalyzed direct C-H arylation of heteroarenes such as benzoxazole and benzothiazole has been carried out with aryl halides in DMSO or arenediazonium salts in water. The catalyst exhibited high activity with moderate to excellent product yields under mild reaction conditions. Nano CeO2-Fe3O4 was synthesized and characterized by SEM, TEM, EDAX, XRD, FTIR, DSC-TGA, and ICP-MS analyses. The catalytic activity and stability of the catalyst were excellent, even after the ten cycle of recyclability
- Shelkar, Radheshyam S.,Balsane, Kishor E.,Nagarkar, Jayashree M.
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supporting information
p. 693 - 699
(2015/01/30)
-
- Iron nanotube-silica composite (ZVI-S-PCAT modified silica composite) preparation, characterization and application as a recyclable catalytic system for 5-membered ring organic transformations
-
Iron nanotube silica composite have been synthesized and studied through particle-size analysis, FTIR, SEM-EDX, TEM, XRD, UV, VSM, TGA-DTA and XPS techniques. The application of nanoframeworks as sustainable recyclable catalytic systems has been observed
- Kour, Gurpreet,Gupta, Monika,Vishwanathan,Thirunavukkarasu
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p. 14975 - 14990
(2015/08/24)
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- Nano-Titania-Supported Sulfonic-Acid-Catalyzed Synthesis of 2-Arylbenzothiazole Derivatives under Solvent Free Conditions
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Nano-titania-supported sulfonic acid (n-TSA) has been used as an efficient, inexpensive and reusable heterogeneous nano catalyst for synthesis of 2-arylbenzothiazole derivatives under solvent free condition. The reaction works very well, with good to exce
- Amoozadeh, Ali,Azadeh, Rahmat Allah,Rahmani, Salman,Salehi, Mehdi,Kubicki, MacIej,Dutkiewicz, Grzegorz
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p. 1874 - 1883
(2015/12/12)
-
- Synthesis, antifungal activity and structure-activity relationships of novel 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid amides
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A series of novel 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid amides were synthesized and their activities were tested against seven phytopathogenic fungi by an in vitro mycelia growth inhibition assay. Most of them displayed moderate to excellent activities. Among them N-(2-(5-bromo-1H-indazol-1-yl)phenyl)-3-(difluoro-methyl)-1-methyl-1H-pyrazole-4-carboxamide (9m) exhibited higher antifungal activity against the seven phytopathogenic fungi than boscalid. Topomer CoMFA was employed to develop a three-dimensional quantitative structure-activity relationship model for the compounds. In molecular docking, the carbonyl oxygen atom of 9m could form hydrogen bonds towards the hydroxyl of TYR58 and TRP173 on SDH.
- Du, Shijie,Tian, Zaimin,Yang, Dongyan,Li, Xiuyun,Li, Hong,Jia, Changqing,Che, Chuanliang,Wang, Mian,Qin, Zhaohai
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p. 8395 - 8408
(2015/05/20)
-
- Formation of a nanorod shaped ionogel and its high catalytic activity for one-pot synthesis of benzothiazoles
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An ionogel was synthesized through the confinement of 1,3,5-trimethyl pyrazolium chloride as an ionic liquid in a silica-gel matrix through a sol-gel process, and its catalytic activity was compared with a silica supported ionic liquid for the synthesis of benzothiazoles using 2-aminothiophenol and aldehydes/ketones. The reaction between 3-methoxyacetophenone and 2-aminothiophenol produced 2-(3-methoxyphenyl)benzothiazole, and its structure was determined using X-ray crystallography. The ionogel was characterized with SEM, TEM, FTIR and TGA.
- Sharma, Pankaj,Gupta, Monika,Kant, Rajni,Gupta, Vivek K.
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p. 5116 - 5120
(2015/07/07)
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- Nickel-catalyzed decarboxylative arylation of heteroarenes through sp2 C-H functionalization
-
The direct decarboxylative arylation of hetereoarenes with benzoic acids through a nickel-catalyzed sp2 C-H functionalization process was developed. This process provides the first examples of decarboxylative cross-coupling reactions with aroma
- Yang, Ke,Wang, Peng,Zhang, Cheng,Kadi, Adnan A.,Fun, Hoong-Kun,Zhang, Yan,Lu, Hongjian
-
supporting information
p. 7586 - 7589
(2015/04/22)
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- Nano titania-supported sulfonic acid: An efficient and reusable catalyst for a range of organic reactions under solvent free conditions
-
Nano titania-supported sulfonic acid (n-TSA) has been easily prepared from the reaction of nano titania (titanium oxide) with chlorosulfonic acid as sulfonating agent and characterized by the FT-IR spectroscopy, scanning electron microscopy (SEM), X-ray diffraction (XRD) and thermal gravimetric analysis (TGA). The catalytic activity of n-TSA was investigated in the synthesis of important organic derivatives such as pyrimidones, benzothiazoles and chalcones. All of the reactions are very fast and the yields are good to excellent. The catalyst was easily separated and reused for several runs without appreciable loss of its catalytic activity.
- Rahmani, Salman,Amoozadeh, Ali,Kolvari, Eskandar
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p. 184 - 188
(2014/11/08)
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- Synthesis of 2-arylbenzothiazoles using nano BF3/SiO2 as a reusable and efficient heterogeneous catalyst under mild conditions
-
2-Arylbenzothiazoles were synthesized via condensation of 2-aminothiophenol and different aldehydes catalyzed by nano silica-supported boron trifluoride (nano BF3/SiO2) as an efficient and reusable catalyst in high yields and short r
- Naeimi, Hossein,Heidarnezhad, Arash
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p. 493 - 501
(2014/08/18)
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- Titanium Tetrabutoxide (TTBO) as Efficient Catalyst for Rapid One Pot Synthesis of 2-Arylbenzothiazoles under Mild Conditions
-
An effective strategy has been developed for rapid and efficient one pot synthesis of 2-arylbenzothiazoles from readily available 2-aminothiophenol and aromatic aldehydes catalyzed by TTBO in high yields and short reaction times. This strategy allows acce
- Naeimi, Hossein,Heidarnezhad, Arash
-
p. 1004 - 1008
(2016/02/18)
-
- Bismuth nitrate as an efficient catalyst for the preparation of 2-arylbenzothiazole derivatives
-
A simple and eco-friendly procedure for synthesis of 2-arylbenzothiazoles in high yields by cyclo-condensation reaction of 2-aminothiophenol and aldehydes in the presence of bismuth nitrate (Bi(NO3)3) as heterogeneous catalyst is des
- Ghashang, Majid
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p. 1669 - 1674
(2014/05/06)
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- Copper-catalyzed oxidative decarboxylative arylation of benzothiazoles with phenylacetic acids and α-hydroxyphenylacetic acids with O2 as the sole oxidant
-
A Cu(II)-catalyzed oxidative decarboxylative synthesis of 2-aryl benzothiazole from phenylacetic acids and α-hydroxyphenylacetic acids has been developed. This reaction proceeds via Cu(II)-catalyzed decarboxylation, C-H bond oxidation, ring-opening, and condensation steps in a one-pot protocol with dioxygen as the sole terminal oxidant. Various functional groups were tolerated under standard conditions, and isolated yields were as high as 95%.
- Song, Qiuling,Feng, Qiang,Zhou, Mingxin
-
supporting information
p. 5990 - 5993
(2014/01/06)
-
- Nano ceria catalyzed synthesis of substituted benzimidazole, benzothiazole, and benzoxazole in aqueous media
-
A series of substituted benzimidazoles, benzothiazoles, and benzoxazoles was synthesized by combining 1,2-phenylenediamine, 2-aminothiophenol, or 2-aminophenol with aryl, heteroaryl, aliphatic, α,β-unsaturated aldehydes in the presence of nano ceria (CeO2) as an efficient heterogeneous catalyst.
- Shelkar, Radheshyam,Sarode, Sachin,Nagarkar, Jayashree
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supporting information
p. 6986 - 6990
(2013/12/04)
-
- Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide
-
A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2-difunctionalised aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using N-iodosuccinimide as the oxidizing agent. The methodology involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products.
- Bhattacharyya, Bhaswati,Dhara, Kaliprasanna
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p. 1749 - 1759
(2014/01/17)
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- Alumina as a support and catalyst for the synthesis of benzothiazoles in solvent-free condition
-
Arylbenzothiazole (4) and benzothiazolylcoumarins (5) were prepared by the condensation of 2-aminothiophenol (1) and hydroxybenzaldehydes (2) and 3-ethoxycarbonylcoumarinnin (3), respectively, in solvent- free condition. Of the solid support used,γ-Al2O3 demonstrated the best activity. Alinear regression line obtained from correlation between relative formation rate and Hammett constants with slope of 0.653 suggested that this condensation process is less sensitive to the substituents on the phenyl ring due to low efficacy of polarization in the solid state. In general, good yields (>80% yield) were obtained for the formation of 4. Conversely, yields of 5 were poor, because of γ-Al2O3 catalytic decomposition of 3 to form 2 (without P2O5) and coumarin (with P2O5).
- Ding, Mei-Fang,Chen, Chia-Pei,Lin, Shaw-Tao
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p. 645 - 649
(2013/10/22)
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- Pd(OAc)2 catalyzed synthesis of 2-aryl- and 2-heteroaryl- benzoxazoles and benzothiazoles in imidazolium ionic liquids (ILs) without additives and with recycling/reuse of the IL
-
A facile, high yielding, method for the synthesis of a library of 2-aryl- and 2-heteroaryl-benzoxazoles and benzothiazoles from readily available Schiff bases is reported employing catalytic amounts of Pd(OAc)2 in imidazolium ionic liquids (bmim)BF4 and (bmim)PF6 without ligands and/or additives. Simple product isolation and recycling/re-use of the IL are additional advantages of this method.
- Kalkhambkar, Rajesh G.,Laali, Kenneth K.
-
supporting information; experimental part
p. 4212 - 4215
(2012/08/28)
-
- Ni nanoparticles: Mild and efficient catalyst for the chemoselective synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines
-
(Chemical Equation Presented) A new and efficient method has been developed for the synthesis of biologically significant 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines using recyclable and inexpensive polyvinyl pyrrolidone (PVP)-stabilized Ni nanoparticles in ethylene glycol at room temperature in excellent yields. Copyright Taylor & Francis Group, LLC.
- Khurana, Jitender M.,Sneha,Vij, Kanika
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experimental part
p. 2606 - 2616
(2012/08/08)
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- Sulfamic acid as a recyclable and green catalyst for rapid and highly efficient synthesis of 2-arylbenzothiazoles in water at room temperature
-
2-Arylbenzothiazoles have been synthesized in water in good to excellent yield from direct condensation of various aromatic aldehydes with 2-aminothiophenol promoted by catalytic amount of sulfamic acid at room temperature. This method provides a simple,
- Rostami,Yari
-
p. 489 - 493
(2013/02/22)
-
- Synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles in both room temperature and microwave condition catalyzed by hexamethylenetetramine-bromine complex
-
One-pot condensation of 2-aminothiophenol or 1,2-phenylenediamine with different aldehydes has been catalyzed by hexamethylenetetramine-bromine (HMTA-Bromine) as new, available and effective catalyst. 2-Arylbenzo-thiazoles and 2-aryl-benzimidazoles have b
- Khosravi, Kaveh,Kazemi, Samira
-
experimental part
p. 61 - 64
(2012/03/27)
-
- Solvent-free one pot synthesis of 2-aryl/heteroarylbenzothiazoles using hypervalent iodine (III) reagents
-
In this article, an efficient, environmentally benign, one-pot and simple synthesis of 2-aryl/heteroarylbenzothiazoles by the reaction of 2-aminothiophenol and aryl/heteroaryl aldehydes mediated by hypervalent iodine (III) reagents under solvent-free cond
- Kumar, Parvin,Kumar, Suresh,Meenakshi,Kumar, Sunil,Kumar, Ashwani,Hussain, Khalid
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p. 1243 - 1249,7
(2020/09/16)
-
- Trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxalane/HBr system as new, effective, mild and non-toxic reagent for synthesis of 2-aryl-1H-benzothiazoles and 2-aryl-1-arylmethyl-1H-benzimidazoles
-
Ttrans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxalane has been used as new, effective, solid, inexpensive and nontoxic oxidant for in situ generation of Br+ from HBr. This system has been applied as catalyst for synthesis of 2-aryl-1H-benzothiazo
- Khosravi, Kaveh,Kazemi, Samira
-
experimental part
p. 557 - 560
(2012/07/14)
-
- 2-Arylbenzothiazole, benzoxazole and benzimidazole derivatives as fluorogenic substrates for the detection of nitroreductase and aminopeptidase activity in clinically important bacteria
-
A series of 2-(2-nitrophenyl)benzothiazole 7, 2-(2-nitrophenyl)benzoxazole 10 and 2-(2-nitrophenyl)benzimidazole 13 derivatives have been synthesised and assessed as indicators of nitroreductase activity across a range of clinically important Gram negativ
- Cellier, Marie,Fabrega, Olivier J.,Fazackerley, Elizabeth,James, Arthur L.,Orenga, Sylvain,Perry, John D.,Salwatura, Vindhya L.,Stanforth, Stephen P.
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p. 2903 - 2910
(2011/06/21)
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- Pd-catalyzed decarboxylative arylation of thiazole benzoxazole, and polyfluorobenzene with substituted benzoic acids
-
(Figure Represented) A Pd-catalyzed decarboxylative coupling of thiazoles and benzoxazole with various substituted benzoic acids Is developed. The reaction is compatible with both electron-rich and electron-poor benzoic acids. It can also be extended to the synthesis of polyfluoro-substituted biaryls using polyfluorobenzenes as the starting materials.
- Xie, Kai,Yang, Zhiyong,Zhou, Xingjian,Li, Xiujian,Wang, Sizhuo,Tan, Ze,An, Xiangyu,Guo, Can-Cheng
-
supporting information; experimental part
p. 1564 - 1567
(2010/06/16)
-
- Synthesis of 1,2-disubstituted benzimidazoles and 2-substituted benzothiazoles catalyzed by HCl-treated trans-3,5-dihydroperoxy-3,5-dimethyl-1, 2-dioxolane
-
The catalytic effect of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane in the presence of HCl has been explored in one-pot condensation reaction of o-phenylenediamines and o-aminobenzenethiol with a variety of aldehydes into their corresponding 2-aryl
- Azarifar, Davood,Khosravi, Kaveh,Najminejad, Zohreh,Soleimani, Khadijeh
-
experimental part
p. 2855 - 2863
(2011/04/22)
-
- ZnO-beta zeolite: As an effective and eco-friendly heterogeneous catalyst for the synthesis of benzothiazole derivatives
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A cheap and recyclable ZnO-beta zeolite was used as catalyst for the synthesis of benzothiazole derivatives. This method provides several advantages such as environmental friendliness, short reaction times, high yields, simple work-up procedure and cataly
- Katkar, Santosh S.,Mohite, Pravinkumar H.,Gadekar, Lakshman S.,Vidhate, Kaluram N.,Lande, Machhindra K.
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experimental part
p. 421 - 425
(2010/12/24)
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- Ru(III)-catalyzed oxidative reaction in ionic liquid: An efficient and practical route to 2-substituted benzothiazoles and their hybrids with pyrimidine nucleoside
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An efficient, practical and environmentally benign synthesis of 2-substituted benzothiazoles was developed through RuCl3-catalyzed oxidative condensation of 2-aminothiophenol with aldehyde in ionic liquid by using air as the oxidant. With this procedure, a series of 2-substituted benzothiazoles and benzothiazole/pyrimidine nucleoside hybrids with antimicrobial activities were efficiently prepared from easily accessible starting materials.
- Fan, Xuesen,Wang, Yangyang,He, Yan,Zhang, Xinying,Wang, Jianji
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experimental part
p. 3493 - 3496
(2010/08/20)
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- An efficient procedure for the synthesis of benzoxazole and benzothiazole derivatives using a H2O2/SiO2-FeCl3 system
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A series of benzoxazole and benzothiazoles was readily prepared from the reaction of ortho-aminophenol/ortho-aminothiophenol and aldehydes using solid silica supported ferric chloride (SiO2-FeCl3) as catalyst followed by oxidation with H2O2 under ambient conditions. Some of advantages of this method are a simple and convenient procedure, easy purification, and shorter reaction times. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
- Mosslemin, Mohammad Hossein,Fazlinia, Abbas
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experimental part
p. 2165 - 2170
(2011/01/12)
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- P2O5 mediated rapid condensation of 2-aminothiophenol with aromatic aldehydes at ambient temperature
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2-Arylbenzothiazoles formed in good yields (65-90%) by the condensation of aminothiophenols with aromatic aldehydes using P2O5 at ambient temperature.
- Nalage, Santosh V.,Bhosale, Sidhanath V.,Bhosale, Dattatry S.,Jadhav, Wamanrao N.
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experimental part
p. 790 - 793
(2011/11/12)
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- Methanesulfonic acid/SiO2 as an efficient combination for the synthesis of 2-substituted aromatic and aliphatic benzothiazoles from carboxylic acids
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Methanesulfonic acid/SiO2 (1 mL/0.3 g) was found to be as an expeditious mixture in the synthesis of 2-substituted aromatic and aliphatic benzothiazoles at 140° using carboxylic acids. After a simple workup, benzothiazoles were obtained in good yields. Simplicity, use of widely available and diverse carboxylic acids, and easy handling of the reaction conditions are among the benefits of the method. Copyright Taylor & Francis Group, LLC.
- Sharghi, Hashem,Asemani, Omid
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experimental part
p. 860 - 867
(2009/08/08)
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- Water-promoted dowex 50W catalyzed highly efficient green protocol for 2-arylbenzothiazole formation
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2-Aminothiophenol and a variety of aryl aldehydes were allowed to react in one-pot operation to give 2-aryl-benzothiazoles in excellent yields in the presence of Dowex 50W in water. Very high yields coupled with the ease of work-up procedure, formation of no side products, employment of "reusable" catalyst, and "green" synthesis in aqueous medium without maintaining anhydrous reaction conditions are the most important aspects of this methodology.
- Mukhopadhyay, Chhanda,Datta, Arup
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scheme or table
p. 91 - 95
(2009/05/07)
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- A simple, microwave-assisted, and solvent-free synthesis of 2-arylbenzothiazoles by acetic acid-promoted condensation of aldehydes with 2-aminothiophenol in air
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An efficient and simple procedure has been developed for the synthesis of various 2-arylbenzothiazoles by acetic acid-promoted condensation of 2 -aminothiophenol with aromatic aldehydes under microwave irradiation and solvent-free conditions in high yield
- Azarifar, Davood,Maleki, Behrooz,Setayeshnazar, Mehrnaz
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experimental part
p. 2097 - 2102
(2010/01/17)
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- PTSA catalyzed simple and green synthesis of benzothiazole derivatives in water
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p-Toluenesulfonic acid (10 mol%) was found to be an effective and efficient catalyst for the synthesis of 2-substituted benzothiazoles from aromatic aldehydes and 2-aminothiophenol in moderate to excellent yields in water. This method provides a simple an
- Azizi, Najmedin,Amiri, Alireza Khajeh,Baghi, Roya,Bolourtchian, Mohammad,Hashemi, Mohammad M.
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experimental part
p. 1471 - 1473
(2010/06/19)
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- Electrooxidative cyclization of benzylideneaminothiophenols to the corresponding 2-arylbenzothiazoles
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Several benzylideneaminothiophenols were electrochemically oxidized in methanol containing sodium acetate as the supporting electrolyte, to afford the corresponding 2-arylbenzothiazols. The reaction proceeded via intramolecular cyclization involving the formation of a new bond between the benzylic carbon of the substrate and the sulfur of the thiol group. Based on the yields, room temperature and the use of two equivalents of sodium acetate relative to the substrate as the supporting electrolyte were found to be the optimal reaction conditions. The electrooxidation presumably involves a two-electron oxidation process.
- Okimoto, Mitsuhiro,Yoshida, Takashi,Hoshi, Masayuki,Hattori, Kazuyuki,Komata, Masashi,Tomozawa, Kenta,Chiba, Tomohito
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