Preparation of annulated nitrogen-containing heterocycles via a one-pot palladium-catalyzed alkylation/direct arylation sequence

C Blaszykowski, E Aktoudianakis, C Bressy…

Index: Blaszykowski, Christophe; Aktoudianakis, Evangelos; Bressy, Cyril; Alberico, Dino; Lautens, Mark Organic Letters, 2006 , vol. 8, # 10 p. 2043 - 2045

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Citation Number: 72

Abstract

A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic sp2 CH functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of highly substituted six-and seven-membered annulated pyrroles and pyrazoles were synthesized in a one-step process in good yields from readily accessible N-bromoalkyl pyrroles or pyrazoles and aryl iodides.