A general modular method of azaindole and thienopyrrole synthesis via Pd-catalyzed tandem couplings of gem-dichloroolefins

YQ Fang, J Yuen, M Lautens

Index: Fang, Yuan-Qing; Yuen, Josephine; Lautens, Mark Journal of Organic Chemistry, 2007 , vol. 72, # 14 p. 5152 - 5160

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Citation Number: 83

Abstract

A palladium-catalyzed reaction of gem-dichloroolefins and a boronic acid via a tandem intramolecular CN and intermolecular Suzuki coupling process gave corresponding substituted azaindoles or thienopyrroles. This method is a very modular protocol to synthesize all four isomers of azaindole and two isomers of thienopyrroles in good to excellent yield.