- Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst
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Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.
- Choi, Isaac,Müller, Valentin,Lole, Gaurav,K?hler, Robert,Karius, Volker,Vi?l, Wolfgang,Jooss, Christian,Ackermann, Lutz
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supporting information
p. 3509 - 3514
(2020/03/03)
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- New preparation method of 2-substituted benzothiazole compound
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The invention provides a new preparation method of a 2-substituted benzothiazole compound, relating to the field of organic synthesis chemistry. According to the new preparation method, in existence of catalyst, oxidant and additive, methylbenzene or a derivative thereof reacts with o-aminothiophenol through free radial reaction so as to prepare the 2-substituted benzothiazole compound in one step. The new method is an example but not limited and has the beneficial effects that methylbenzene or a derivative thereof and o-aminothiophenol construct a C-S bond and a C-N bond through the free radical method for the first time so as to generate the 2-substituted benzothiazole by coupling reaction in one step, and the new preparation method has advantages that the method is efficient, concise and environmentally friendly, raw materials are easy to obtain, and the product purity is high and the like, and the method has good application value and research prospects.
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Paragraph 0086; 0088
(2018/09/11)
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- Elemental Sulfur-Mediated Decarboxylative Redox Cyclization Reaction: Copper-Catalyzed Synthesis of 2-Substituted Benzothiazoles
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A S 8 -mediated directed decarboxylative redox-cyclization strategy for the synthesis of 2-substituted benzothiazoles from o -iodoanilines, arylacetic acids, and elemental sulfur catalyzed by cheap copper metal has been developed. This reaction is operationally simple, ligand-free, compatible with a wide range of functional groups, and provides the desired products in good to excellent yields. In addition, a gram-scale experiment was carried out to furnish PMX 610, an antitumor drug.
- Wang, Xin,Li, Xiaotong,Hu, Renhe,Yang, Zhao,Gu, Ren,Ding, Sai,Li, Pengyi,Han, Shiqing
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supporting information
p. 219 - 224
(2017/10/09)
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- Antidiabetic potential and enzyme kinetics of benzothiazole derivatives and their non-bonded interactions with α-glucosidase and α-amylase
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Benzothiazole derivatives were synthesized and their antidiabetic potential evaluated using α-glucosidase, α-amylase, non-enzymatic glycosylation of hemoglobin and advanced glycation end product inhibition assays. Compound 3l showed low IC50 va
- Puranik, Ninad V.,Puntambekar, Hemalata M.,Srivastava, Pratibha
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p. 805 - 816
(2016/03/08)
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- The immunomodulation potential of the synthetic derivatives of benzothiazoles: Implications in immune system disorders through in vitro and in silico studies
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Benzothiazole and its natural or synthetic derivatives have been used as precursors for several pharmacological agents for neuroprotective, anti-bacterial, and anti-allergic activities. The objecctive of the present study was to evaluate effects of benzot
- Khan, Khalid Mohammed,Mesaik, Mohammad A.,Abdalla, Omer M.,Rahim, Fazal,Soomro, Samreen,Halim, Sobia A.,Mustafa, Ghulam,Ambreen, Nida,Khalid, Ahmad Shukralla,Taha, Muhammad,Perveen, Shahnaz,Alam, Muhammad Tanveer,Hameed, Abdul,Ul-Haq, Zaheer,Ullah, Hayat,Rehman, Zia Ur,Siddiqui, Rafat Ali,Voelter, Wolfgang
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- A simple and eco-friendly process catalyzed by montmorillonite K-10, with air as oxidant, for synthesis of 2-substituted benzothiazoles
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Simple and eco-friendly synthesis of 2-substituted benzothiazoles is described. The reaction is performed in absolute ethanol at room temperature, using a catalytic amount of montmorillonite K-10, and with continuous bubbling of air as oxidant. Simplicity
- Chen, Guo Feng,Xiao, Nan,Yang, Jing Sen,Li, Hong Yang,Chen, Bao Hua,Han, Li Fen
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p. 5159 - 5166
(2015/07/08)
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- Antileishmanial activities of benzothiazole derivatives
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Benzothiazole derivatives 1-22 were synthesized from 2-aminothiophenol and all synthetic compounds were screened for in vitro antileishmanial activity. These compound showed different types activities against leishmania with IC50 values ranging
- Rahim, Fazal,Samreen,Taha, Muhammad,Saad, Syed Muhammad,Perveen, Shahnaz,Khan, Momin,Alam, Muhammad Tanveer,Khan, Khalid Mohammed,Choudhary, M. Iqbal
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p. 157 - 161
(2015/05/20)
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- Trichloroisocyanuric Acid/Triphenylphosphine-Mediated Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiazoles
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A new and efficient method for preparation of benzimidazoles, benzoxazoles, and benzothiazoles from reactions of different carboxylic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol in the presence of triphenylphosphine/trichloroisocyanuric acid system is presented. The desired products have been characterised on the basis of spectral (infrared, NMR, mass spectrometry) data, and the mechanism of their formation is proposed. The remarkable advantages are the inexpensive and readily available reagent, simple procedure, mild conditions, and good-to-excellent yields.
- Rezazadeh, Soodabeh,Akhlaghinia, Batool,Razavi, Nasrin
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p. 145 - 155
(2015/05/05)
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- Iron(II) bromide-catalyzed oxidative coupling of benzylamines with ortho-substituted anilines: Synthesis of 1,3-benzazoles
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An iron(II) bromide-catalyzed oxidative coupling of benzylamines with 2-amino/hydroxy/mercapto-anilines has been developed, allowing the synthesis of a diversity of substituted 1,3-benzazoles in good to excellent yields. This transformation is compatible with a wide range of functional groups. The method is practical, economical and employs molecular oxygen as an oxidant.
- Gopalaiah, Kovuru,Chandrudu, Sankala Naga
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p. 5015 - 5023
(2015/03/03)
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- Molecular iodine promoted divergent synthesis of benzimidazoles, benzothiazoles, and 2-benzyl-3-phenyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazines
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An unprecedented formation of a new class of 2-benzyl-3-phenyl-3,4-dihydro- 2H-benzo[e][1,2,4]thiadiazines has been discovered during the course of benzimidazole and benzothiazole synthesis, through the molecular iodine-mediated oxidative cyclization with a new C-N and S-N bond formation at ambient temperature.
- Naresh, Gunaganti,Kant, Ruchir,Narender, Tadigoppula
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p. 3821 - 3829
(2014/05/20)
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- IMMUNOSUPPRESSIVE COMPOUNDS
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The invention feature series of benzothiazole derivatives as potent immunosuppressive and antiinflammatory agents. Eight compounds 2, 4, 5, 8, 9, 10, 12, and 18 showed potent inhibitory activity on PHA-activated T-cell proliferation. Compounds 2, 4, 8, and 18 were found to have a potent inhibitory activity with IC50 values ranging 50 values 1.9, 5050), respectively.
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Paragraph 0023
(2015/01/07)
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- Eco-friendly synthesis of 2-substituted benzothiazoles catalyzed by silica sulfuric acid
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2-Substituted benzothiazoles have been synthesized via one-pot reaction from aromatic aldehydes and o-aminothiophenol catalyzed by silica sulfuric acid in absolute methanol at room temperature. The remarkable advantages offered by this method are an envir
- Chen, Guo Feng,Zhang, Li Yan,Jia, Hui Ming,Chen, Bao Hua,Li, Ji Tai,Wang, Shu Xiang,Bai, Guo Yi
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p. 2077 - 2086
(2013/06/05)
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- An efficient synthesis of 2-substituted benzothiazoles in the presence of FeCl3/Montmorillonite K-10 under ultrasound irradiation
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2-Substituted benzothiazoles have been synthesized via one-pot reaction from aromatic aldehydes and o-aminothiophenol in the presence of FeCl 3/Montmorillonite K-10 in absolute methanol at 25-30°C under ultrasound irradiation. The remarkable ad
- Chen, Guo-Feng,Jia, Hui-Ming,Zhang, Li-Yan,Chen, Bao-Hua,Li, Ji-Tai
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p. 627 - 632
(2013/02/22)
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- Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking
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Benzothiazole derivatives 1-26 have been synthesized and their in vitro β-glucuronidase potential has been evaluated. Compounds 4 (IC50 = 8.9 ± 0.25 μM), 5 (IC50 = 36.1 ± 1.80 μM), 8 (IC50 = 8.9 ± 0.38 μM), 13 (IC50/
- Khan, Khalid Mohammed,Rahim, Fazal,Halim, Sobia Ahsan,Taha, Muhammad,Khan, Momin,Perveen, Shahnaz,Zaheer-Ul-Haq,Mesaik, Muhammad Ahmed,Iqbal Choudhary
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experimental part
p. 4286 - 4294
(2011/08/10)
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- Efficient synthesis of 2-arylbenzothiazole derivatives with the aid of a low-valent titanium reagent
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A novel and facile synthesis of 2-arylbenzothiazole derivatives was accomplished in good yields via the novel reductive cyclization of bis-(2-benzalaminophenyl)disulfide promoted by the TiCl4/Sm system. The advantages of this new method are the easily accessible starting materials, short reaction time, and moderate to good yields. Copyrigh
- Shi, Da-Qing,Rong, Shao-Feng,Dou, Guo-Lan
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experimental part
p. 2302 - 2310
(2010/09/10)
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- Efficient and highly regioselective direct C-2 arylation of azoles, including free (NH)-imidazole, -benzimidazole and -indole, with aryl halides
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The Pd- and Cu-mediated reaction of a large variety of π-electron sufficient heteroarenes, which include free (NH)-imidazoles, -benzimidazole and -indole, with aryl iodides under ligandless and base-free conditions provides regioselectively the required 2-arylheterocycle derivatives in high yields. 2-Aryl-1-phenyl-1H-imidazoles can also be prepared by a one-pot domino HALEX and Pd- and Cu-mediated arylation reactions of 1-phenyl-1H-imidazole with activated and unactivated aryl bromides under base-free and ligandless conditions. The protocol for the synthesis of 2-arylazoles involving the use of aryl iodides has been found to be suitable for the efficient preparation of three bioactive compounds and a key intermediate in the synthesis of a heparanase inhibitor.
- Bellina, Fabio,Calandri, Chiara,Cauteruccio, Silvia,Rossi, Renzo
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p. 1970 - 1980
(2007/10/03)
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- Silica gel supported sodium hydrogensulfate as a heterogenous catalyst for high yield synthesis of 2-arylbenzothiazoles
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Silica gel supported sodium bisulfate catalyzes efficiently the synthesis of 2-arylbenzothiazoles by the condensation of 2-aminothiophenol and aromatic aldehyde in refluxing acetonitrile to afford the corresponding 2-arylbenzothiazoles.
- Adharvana Chari,Shobha,Syamasundar
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p. 291 - 293
(2007/10/03)
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- Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity
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To investigate one possible mechanism of action of the cytotoxic activity of benzothiazoles, we synthesized 2-(substituted-phenyl)benzothiazoles and evaluated their ability to inhibit topoisomerase II activities. Solid phase combinatorial method using tri
- Choi, Suk-June,Park, Hyen Joo,Lee, Sang Kook,Kim, Sang Woong,Han, Gyoonhee,Choo, Hea-Young Park
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p. 1229 - 1235
(2007/10/03)
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- Microwave-induced solvent-free synthesis of 2-arylbenzothiazoles using p-TsOH
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A simple and efficient procedure has been developed for the synthesis of 2-arylbenzothiazoles by a one-pot reaction of o-aminothiophenol with β-chlorocinnamaldehydes using p-TsOH under microwave irradiation.
- Paul, Satya,Gupta, Mukta,Gupta, Rajive
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p. 3541 - 3547
(2007/10/03)
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