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通过无过渡金属的C(sp)-N偶联反应,以芳基异氰酸酯为结构单元构建双核苯并咪唑稠合喹唑啉酮和嘧啶酮。

Construction of Binuclear Benzimidazole-Fused Quinazolinones and Pyrimidinones Using Aryl Isocyanates as Building Blocks by Transition-Metal-Free C(sp)-N Coupling.

作者信息

Quang Dao Pham Duy, Cho Chan Sik

机构信息

Department of Applied Chemistry, Kyungpook National University, 80 Daehakro, Bukgu, Daegu 41566, Republic of Korea.

出版信息

J Org Chem. 2020 Oct 16;85(20):13354-13362. doi: 10.1021/acs.joc.0c02067. Epub 2020 Oct 5.

Abstract

A class of binuclear N-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with aryl isocyanates as building blocks in the presence of a base under microwave irradiation. A nucleophilic addition followed by an unprecedented transition-metal-free C(sp)-N coupling is proposed as a reaction pathway of this green process.

摘要

通过2-(2-溴芳基)-和2-(2-溴乙烯基)苯并咪唑与芳基异氰酸酯作为构建单元在碱存在下于微波辐射下反应,构建了一类双核N-稠合杂化支架。提出了一种亲核加成,随后是前所未有的无过渡金属C(sp)-N偶联,作为这种绿色过程的反应途径。

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