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通过异腈的TMSCl活化合成多种氮杂环的无过渡金属和无氧化剂方法。

Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides.

作者信息

Luo Liangliang, Li Hongyan, Liu Jinxin, Zhou Yuan, Dong Lin, Xiao You-Cai, Chen Fen-Er

机构信息

Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University Chengdu 610041 China

Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University Shanghai 200433 China

出版信息

RSC Adv. 2020 Aug 7;10(49):29257-29262. doi: 10.1039/d0ra04636a. eCollection 2020 Aug 5.

Abstract

A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved. This transition-metal and oxidant-free strategy has been applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino-based binucleophiles. The notable feature of this protocol includes its mild reaction condition, broad functional group tolerance and excellent yield.

摘要

实现了一种高效的TMSCl介导的N-亲核试剂与异腈的加成反应。这种无过渡金属和氧化剂的策略已被应用于通过使用不同的氨基双亲核试剂构建各种N-杂环,如喹唑啉酮、苯并咪唑和苯并噻唑衍生物。该方法的显著特点包括反应条件温和、官能团耐受性广和产率优异。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1645/9055958/b54ed1b390c5/d0ra04636a-s1.jpg

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