15784-37-9Relevant academic research and scientific papers
Convenient sulfonylation of imidazoles and triazoles using NFSI
Jie, Kun,Wang, Yufeng,Huang, Ling,Guo, Shengmei,Cai, Hu
, p. 465 - 471 (2018/06/18)
A protocol for the synthesis of N-sulfonyl imidazoles and triazoles has been achieved using N-Fluorobenzenesulfonimide as a sulfonyl source. This reaction proceeded well in the absence of strong bases and catalysts, providing a convenient alternative method for the preparation of N-sulfonyl imidazoles as well as triazoles.
Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement
Zhang, Xiaohui,Huang, Ruofeng,Marrot, Jér?me,Coeffard, Vincent,Xiong, Yan
, p. 700 - 708 (2015/02/02)
A Beckmann-type rearrangement of o-hydroxy and o-aminoaryl N-H ketimines has been developed to prepare benzoxazoles and N-Ts benzimidazoles, respectively. The ketimine derivatives were easily prepared by condensation of ammonia with the corresponding ketones and (diacetoxyiodo)benzene was found to act as an efficient oxidant to trigger the [1,2]-aryl migration towards the formation of the desired heterocycles. Depending on the substitution pattern, the results revealed another mechanistic pathway through which benzisoxazoles or 1H-indazoles could be formed. The Beckmann-type rearrangement strategy was applied to the synthesis of benzimidazole-containing biorelevant targets such as chlormidazole and clemizole.
Copper-catalyzed one-pot synthesis of substituted benzimidazoles
Jin, Hongwei,Xu, Xiaoliang,Gao, Jianrong,Zhong, Jianhua,Wang, Yanguang
supporting information; experimental part, p. 347 - 350 (2010/04/29)
A copper-catalyzed one-pot synthesis of functionalized benzimidazoles has been developed. The procedure combines the copper-catalyzed three-component cascade reaction of sulfonyl azides, alkynes and 2-bromoaniline and the copper-catalyzed intramolecular N-arylation of sulfon-amides in one sequence, which afforded the products in moderate to good yields.
Polyethyleneglycol Catalysed N-Sulphonylation and N-Benzoylation of Substituted Benzimidazoles
Kumar, P. Raja
, p. 1273 - 1274 (2007/10/02)
Benzenesulphonyl chloride and p-toluenesulphonyl chloride react with benzimidazole and 2-phenylbenzimidazole in benzene and 50percent aqueous sodium hydroxide in the presence of polyethyleneglycol 400 or triethylbenzylammonium chloride to afford the corresponding N-sulphonyl derivatives.However, 2-methylbenzimidazole affords both N-sulphonylated and C-sulphonylated products.N-Benzoylation is also effected under similar conditions using benzoyl chloride.
