The Journal of organic chemistry

Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides

G Evindar, RA Batey

Index: Evindar, Ghotas; Batey, Robert A. Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 1802 - 1808

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Citation Number: 396

Abstract

A general method for the formation of benzoxazoles via a copper-catalyzed cyclization of ortho-haloanilides is reported. This approach complements the more commonly used strategies for benzoxazole formation which require 2-aminophenols as substrates. The reaction involves an intramolecular CO cross-coupling of the ortho-haloanilides and is believed to proceed via an oxidative insertion/reductive elimination pathway through a Cu ...

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