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微波辐射下无催化剂水相合成苯并[]咪唑并[2,1-]噻唑及新型 -烷基化2-氨基苯并[]恶唑

On water catalyst-free synthesis of benzo[]imidazo[2,1-] thiazoles and novel -alkylated 2-aminobenzo[]oxazoles under microwave irradiation.

作者信息

Mukku Narasimharao, Maiti Barnali

机构信息

Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology Vellore-632014 India

出版信息

RSC Adv. 2020 Jan 3;10(2):770-778. doi: 10.1039/c9ra08929b. eCollection 2020 Jan 2.

Abstract

A highly efficient unprecedented catalyst-free microwave-assisted procedure for synthesizing benzo[]imidazo[2,1-]thiazoles and -alkylated 2-aminobenzo[]oxazol in green media was developed. The transformation provided rapid access to functionalized benzo[]imidazo[2,1-]thiazoles from 2-aminobenzothiazole and -alkylated 2-aminobenzo[]oxazole from 2-aminobenzoxazole scaffolds under mild transition-metal-free conditions. This synthetic manipulation is expected to greatly expand the repertoire of reaction types in heterocyclic chemistry and pave the way for new syntheses of bioactive compounds.

摘要

开发了一种高效、前所未有的无催化剂微波辅助方法,用于在绿色介质中合成苯并[]咪唑并[2,1-]噻唑和烷基化的2-氨基苯并[]恶唑。该转化过程在温和的无过渡金属条件下,能从2-氨基苯并噻唑快速获得功能化的苯并[]咪唑并[2,1-]噻唑,从2-氨基苯并恶唑骨架快速获得烷基化的2-氨基苯并[]恶唑。这种合成操作有望极大地扩展杂环化学中的反应类型,并为生物活性化合物的新合成方法铺平道路。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9354/9047639/7473a9382a26/c9ra08929b-f1.jpg

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