Alcohols in Isonitrile-Based Multicomponent Reaction: Passerini Reaction of Alcohols in the Presence of O-Iodoxybenzoic Acid


  • Financial support from the CNRS and the Institut de Chimie des Substances Naturelles is gratefully acknowledged. We thank Dr. A. Plant of (Syngenta) and Professor R.J.K. Taylor (York University, UK) for fruitful discussions.


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High proof: An alcohol instead of an aldehyde is an effective reaction partner in the Passerini reaction (P-3CR) in the presence of O-iodoxybenzoic acid (IBX). Thus, by simply heating a solution of an alcohol, a carboxylic acid, an isonitrile, and IBX at 40 °C, an oxidation/P-3CR sequence occurred smoothly to afford the α-acyloxy carboxamide in good-to-excellent yield.