1483-30-3Relevant academic research and scientific papers
Pentafluorophenylammonium Triflate: A Mild, Efficient and Reusable Catalyst for the Synthesis of 2-Arylbenzothiazole and 2-Arylbenzothiazoline Derivatives in a Green Chemical Approach
Datta, Arup
, p. 95 - 102 (2021/03/29)
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.
Aerobic oxidative synthesis of quinazolinones and benzothiazoles in the presence of laccase/DDQ as a bioinspired cooperative catalytic system under mild conditions
Abdelrasoul, Amira,Ghorashi, Nadia,Moradi, Reza,Rostami, Amin,Shokri, Zahra
, p. 14254 - 14261 (2020/04/23)
The current study applied laccase/DDQ as a bioinspired cooperative catalytic system for the synthesis of quinazolinones (80-95% yield) and benzothiazoles (65-98% yield) using air or O2 as ideal oxidants in aqueous media at ambient temperature. The aerobic oxidative cyclization reactions occur in two steps: (i) chemical cyclization; (ii) chemoenzymatic oxidation. These methods are more environment-friendly, efficient, simple and practical than other reported methods due to the use of O2 as an oxidant, laccase as an eco-friendly biocatalyst, aqueous media as the solvent and free from any toxic transition metal and halide catalysts. Therefore, these methods can be applied in pharmaceutical and other sensitive synthetic procedures.
Synthesis of some benzothiazoles by developing a new protocol using urea nitrate as a catalyst and their antimicrobial activities
Kumar, Parvin,Bhatia, Rimpy,Khanna, Radhika,Dalal, Aarti,Kumar, Dinesh,Surain, Parveen,Kamboj, Ramesh C.
, p. 585 - 596 (2017/10/05)
The present communication demonstrates the development of urea nitrate as an effective and efficient catalyst for the synthesis of some 2-substituted benzothiazoles. Instant progress of reaction at room temperature under solvent-free condition, very high catalytic activity, inexpensive, clean reaction profile, operational simplicity, large-scale synthesis and appreciable yields are the main advantages of this protocol. These synthesized benzothiazoles have been evaluated for their antibacterial and antifungal activities against Gram-positive bacterium (Bacillus subtilis MTCC 121); two Gram-negative bacteria (Escherichia coli MTCC 1652 and Pseudomonas aeruginosa MTCC 741) and two fungi (Candida albicans MTCC 3017 and Saccharomyces cerevisiae MTCC 170). Compound 3n was found the most active against all the tested microbes.
Role of graphene oxide as a heterogeneous acid catalyst and benign oxidant for synthesis of benzimidazoles and benzothiazoles
Dhopte, Kiran B.,Zambare, Rahul S.,Patwardhan, Anand V.,Nemade, Parag R.
, p. 8164 - 8172 (2016/02/05)
We report the synthesis of benzothiazoles and benzimidazoles using graphene oxide as an effective catalyst with good yields and easy recyclability. Graphene oxide plays the dual role of a metal-free acid catalyst and an oxidizing agent. The mechanism of a
Unexpectedly Simple Synthesis of Benzazoles by tBuONa-Catalyzed Direct Aerobic Oxidative Cyclocondensation of o-Thio/Hydroxy/Aminoanilines with Alcohols under Air
Shi, Xinkang,Guo, Junmei,Liu, Jianping,Ye, Mingde,Xu, Qing
supporting information, p. 9988 - 9993 (2015/07/07)
tBuONa-catalyzed direct aerobic oxidative cyclocondensation reactions of readily available alcohols and o-thio/hydroxy/aminoanilines under air have been developed and provide an efficient, practical, and green method for the synthesis of benzazoles. Mechanistic studies revealed that o-substituted anilines promote the initial aerobic alcohol-oxidation step, which explains the high reactivity and success of this unexpectedly simple and practical cyclocondensation method. Simple and straight: tBuONa-catalyzed direct aerobic oxidative cyclocondensation reactions of readily available alcohols and o-thio/hydroxy/aminoanilines under air provide an efficient, practical, and green method for the synthesis of benzazole heterocycles (see scheme). Mechanistic studies revealed that o-substituted anilines promote the initial aerobic alcohol-oxidation step.
Photo-induced intermolecular electron transfer from donating amines to accepting diarylethylenes in different solvents
El-Nahass, Marwa N.,Fayed, Tarek A.,El-Morsi, Mohammed A.
, p. 1757 - 1776 (2015/10/12)
The fluorescence quenching of newly synthesized diarylethylenes by some aliphatic and aromatic amines has been carried out at room temperature in solvents of various polarities and viscosities including acetonitrile, methanol, ethanol, and cyclohexane usi
Piperazinylpyrimidine modified MCM-41 for the ecofriendly synthesis of benzothiazoles by the simple cleavage of disulfide in the presence of molecular O2
Ray, Suman,Das, Paramita,Banerjee, Biplab,Bhaumik, Asim,Mukhopadhyay, Chhanda
, p. 72745 - 72754 (2015/09/15)
This is the first report of a sustainable and toxic metal free synthesis of benzothiazoles by the cleavage of ortho-aminothiophenol disulfide using a silica-supported heterogeneous catalyst in water in the presence of molecular O2 as a stoichiometric oxidant. For this purpose a new heterogeneous catalyst (MCM-PP) was synthesized by post synthesis grafting of 2-(piperazin-1-yl)pyrimidine functionalized organosilane onto MCM-41 mesoporous silica and it was characterized by BET surface area analysis, SAXRD, UHR TEM, CHN analysis, 13C CP MAS and 29Si MAS NMR. The reaction requires two different catalytic functions, i.e., an acidic one which is given by MCM-41 and a basic one, given by the organic base moiety anchored to the MCM-41. The greenness of the process was assured as water was exploited as the reaction medium and O2 from air as the stoichiometric oxidant. Furthermore the leaching of the active site can also be avoided as the organic moieties are covalently attached to the inorganic support. Standard leaching experiments proved that the reaction was heterogeneous with this recyclable catalyst.
Synthesis of 2-substituted benzimidazoles and benzothiazoles using Ag2CO3/Celite as an efficient solid catalyst
Soleimani, Ebrahim,Khodaei, Mohammad Mehdi,Yazdani, Hossein,Saei, Parisa,Zavar Reza, Javad
, p. 1281 - 1285 (2015/06/02)
An efficient and simple approach for the synthesis of 2-substituted benzimidazoles and benzothiazoles through a coupling of 1,2-phenylenediamines and 2-aminothiophenols with variety of aryl aldehydes in ethanol at 70 °C using Ag2CO3/Celite as solid catalyst is described. The procedure features short reaction time, excellent yields and simple workup.
An economic, simple and convenient synthesis of 2-aryl/heteroaryl/styryl/alkylbenzothiazoles using SiO2-HNO3
Kumar, Parvin,Bhatia, Rimpy,Kumar, Dinesh,Kamboj, Ramesh C.,Kumar, Suresh,Kamal, Raj,Kumar, Ramesh
, p. 4283 - 4292 (2015/06/30)
The present work was undertaken to develop an economic method for the synthesis of 2-aryl/heteroaryl/styryl/alkylbenzothiazoles mediated by SiO2-HNO3. In this report, we have demonstrated the catalytic potential of SiO2-HN
Iron-catalyzed arylation or aroylation of benzothiazoles with benzylic alcohols and aryl ketones
Wang, Jian,Zhang, Xiao-Zhuan,Chen, Shan-Yong,Yu, Xiao-Qi
, p. 245 - 250 (2014/01/06)
An iron-catalyzed arylation or aroylation of benzothiazoles with alcohols and aryl ketones via an in situ cross-trapping strategy has been described. Both the use of an iron catalyst and the ratio of substrates are important for this transformation, and this reaction is sensitive to the electronic effects of the substituents.
