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通过一种不寻常的叔丁基过氧化氢/碳酸钠促进的级联氧化环化和中断的迪姆罗特重排反应简洁构建12H-苯并[4,5]噻唑并[2,3-b]喹唑啉-12-酮

A concise construction of 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-ones via an unusual TBHP/NaCO promoted cascade oxidative cyclization and interrupted Dimroth rearrangement.

作者信息

Zhou Zhi-Wen, Jia Feng-Cheng, Xu Cheng, Jiang Shi-Fen, Wu Yan-Dong, Wu An-Xin

机构信息

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China.

出版信息

Chem Commun (Camb). 2017 Jan 17;53(6):1056-1059. doi: 10.1039/c6cc09376k.

Abstract

An efficient transition-metal-free cascade reaction has been developed for the facile synthesis of 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-one derivatives from commercially available isatins and 2-haloaryl isothiocyanates. A preliminary mechanistic study suggested an interrupted Dimroth rearrangement was the key step for the successful transformation.

摘要

已开发出一种高效的无过渡金属级联反应,可从市售的异吲哚酮和2-卤代芳基异硫氰酸酯轻松合成12H-苯并[4,5]噻唑并[2,3-b]喹唑啉-12-酮衍生物。初步机理研究表明,中断的Dimroth重排是成功转化的关键步骤。

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