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用于制备苯并唑类化合物的高效水介导方法:无金属催化剂和碱条件下合成2-取代苯并咪唑、苯并恶唑和苯并噻唑

Highly efficient water-mediated approach to access benzazoles: metal catalyst and base-free synthesis of 2-substituted benzimidazoles, benzoxazoles, and benzothiazoles.

作者信息

Bala Manju, Verma Praveen Kumar, Sharma Deepika, Kumar Neeraj, Singh Bikram

机构信息

Natural Product Chemistry and Process Development Division, CSIR-Institute of Himalayan Bioresource Technology, Palampur, 176061, Himachal Pradesh, India.

出版信息

Mol Divers. 2015 May;19(2):263-72. doi: 10.1007/s11030-015-9572-8. Epub 2015 Mar 11.

Abstract

An efficient water-catalyzed method has been developed for the synthesis of 2-substituted benzimidazoles, benzoxazoles, and benzothiazoles in one step. The present method excludes the usage of toxic metal catalysts and bases to produce benzazoles in good to excellent yields. An efficient and versatile water-mediated method has been established for the synthesis of various 2-arylbenzazoles. The present protocol excludes the usage of any catalyst and additive provided excellent selectivities and yields with high functional group tolerance for the synthesis of 2-arylated benzimidazoles, benzoxazoles, and benzothiazoles. Benzazolones were also synthesized using similar reaction protocol.

摘要

已开发出一种高效的水催化方法,可一步合成2-取代苯并咪唑、苯并恶唑和苯并噻唑。本方法无需使用有毒金属催化剂和碱,就能以良好至优异的产率制备苯并唑类化合物。已建立了一种高效且通用的水介导方法,用于合成各种2-芳基苯并唑。本方案无需使用任何催化剂和添加剂,在合成2-芳基化苯并咪唑、苯并恶唑和苯并噻唑时,具有出色的选择性和产率,对官能团具有高耐受性。还使用类似的反应方案合成了苯并唑酮。

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