Multicomponent Reaction of Phosphines, Benzynes, and CO: Facile Synthesis of Stable Zwitterionic Phosphonium Inner Salts.

J Org Chem

Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Xinjiang Uygur Autonomous Region, Shihezi 832000, China.

Published: July 2020

The first synthesis of benzyne-derived stable zwitterions is reported. Benzynes generated from 2-(trimethylsilyl)aryl triflates undergo a multicomponent reaction with phosphines and CO to produce the stable 1,5-zwitterionic species in moderate to excellent isolated yields, which provides a novel method for the preparation of phosphonium inner salts under mild and transition-metal-free conditions.

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http://dx.doi.org/10.1021/acs.joc.0c00745DOI Listing

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