10205-59-1Relevant academic research and scientific papers
Iron-Promoted Three-Component 2-Substituted Benzothiazole Formation via Nitroarene ortho-C-H Sulfuration with Elemental Sulfur
Xing, Qiaoyan,Ma, Yanfeng,Xie, Hao,Xiao, Fuhong,Zhang, Feng,Deng, Guo-Jun
, p. 1238 - 1246 (2019/01/21)
A three-component procedure for the preparation of 2-substituted benzothiazoles from nitroarenes, alcohols, and sulfur powder is described. The reaction showed a good functional group tolerance to provide the heterocyclic products in moderate to good yields. The sequential assembly involving nitro reduction, C-N condensation, and C-S bond formation has been realized in one pot.
Metal-Free Synthesis of 2-Arylbenzothiazoles from Aldehydes, Amines, and Thiocyanate
Dey, Amrita,Hajra, Alakananda
supporting information, p. 1686 - 1689 (2019/03/11)
A highly efficient method for the synthesis of 2-arylbenzothiazoles has been developed using readily available aromatic amines, benzaldehydes, and NH4SCN as a sulfur source. A library of 2-arylbenzothiazoles with wide functional group compatibility has been synthesized in good yields through iodine-mediated oxidative annulation.
Efficient 2-aryl benzothiazole formation from acetophenones, anilines, and elemental sulfur by iodine-catalyzed oxidative C(CO)-C(alkyl) bond cleavage
Liu, Yafeng,Yuan, Xinglong,Guo, Xin,Zhang, Xueguo,Chen, Baohua
, p. 6057 - 6062 (2018/09/11)
A novel and efficient iodine-catalyzed one-pot reaction of aromatic amines, acetophenones, and elemental sulfur for the synthesis of 2-aryl benzothiazoles is described. The process involves sequential C?S and C-N bond formation followed by C(CO)?C bond cleavage from readily accessible starting materials. A wide range of functional groups is tolerated under oxidant and metal-free condition and moderate to good product yields are obtained.
Room-temperature ligand-free Pd/C-catalyzed C-S bond formation: Synthesis of 2-substituted benzothiazoles
Cheng, Yannan,Peng, Qian,Fan, Weigang,Li, Pixu
, p. 5812 - 5819 (2014/07/08)
The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature. The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions.
Synthesis of 2-substituted benzothiazoles from 1-iodo-2-nitrobenzenes by a copper-catalyzed one-pot three-component reaction
Liu, Jidan,Gui, Qingwen,Yang, Zhiyong,Tan, Ze,Guo, Ruqing,Shi, Ji-Cheng
, p. 943 - 951 (2013/05/08)
A novel method was developed for synthesizing 2-substituted 1,3-benzothiazoles through a copper-catalyzed, one-pot, three-component reaction of a 1-iodo-2-nitrobenzene with sodium sulfide and an aldehyde. Georg Thieme Verlag Stuttgart - New York.
An efficient synthetic route to biologically relevant 2- phenylbenzothiazoles substituted on the benzothiazole ring
Weekes, Ashley A.,Bagley, Mark C.,Westwell, Andrew D.
supporting information; experimental part, p. 7743 - 7747 (2011/10/13)
Certain 2-phenylbenzothiazoles containing substituents on the benzothiazole ring possess important biological properties, yet the majority of synthetic methods to 2-phenylbenzothiazoles described to date focus on their unsubstituted ring counterparts. Her
An efficient copper(II)-catalyzed synthesis of benzothiazoles through intramolecular coupling-cyclization of N-(2-chlorophenyl)benzothioamides
Jaseer,Prasad,Dandapat, Arpan,Sekar, Govindasamy
experimental part, p. 5009 - 5012 (2011/01/12)
A wide range of 2-aryl or 2-alkyl-substituted benzothiazoles are synthesized through intramolecular C(aryl)-S bond forming-cyclization using copper(II)-BINAM-catalyzed coupling of less reactive N-(2-chlorophenyl) benzo or alkylthioamide under mild reaction conditions (82 °C).
Reactions of Aldonitrones with Phenylphosphonothioic Dichloride and Related Compounds. Formation of 2-Arylbenzothiazoles from α,N-Diarylnitrones
Yoshifuji, Masaaki,Nagase, Rihei,Kawashima, Takayuki,Inamoto, Naoki
, p. 870 - 872 (2007/10/02)
Reactions of α-aryl-N-methylnitrones with phenylphosphonothioic dichloride (1), diphenylphosphinothioic chloride (6), or thiophosphoryl trichloride (7) gave N-methylbenzamide and N-methylthiobenzamide derivatives, and the latter became major in the presence of tertiary amine. α,N-Diarylnitrones (4) reacted with 1 to give 2-arylbenzothiazoles (5) at room temperature in moderate yields.Reaction of 4 with 6 (at room temperature) or 7 (in refluxing THF) gave 5 in a low yield, whereas a similar reaction of 4 with 7 at 0 deg C afforded N-benzylidene-2-chloroaniline in a high yield.A mechanism for the formation of 5 has been discussed briefly.
