Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles

…, JM Baskin, TE Barder, SL Buchwald

Index: Antilla, Jon C.; Baskin, Jeremy M.; Barder, Timothy E.; Buchwald, Stephen L. Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5578 - 5587

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Citation Number: 490

Abstract

This paper details the copper-catalyzed N-arylation of π-excessive nitrogen heterocycles. The coupling of either aryl iodides or aryl bromides with common nitrogen heterocycles (pyrroles, pyrazoles, indazoles, imidazoles, and triazoles) was successfully performed in good yield with catalysts derived from diamine ligands and CuI. General conditions were found that tolerate functional groups such as aldehydes, ketones, alcohols, primary ...