4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 14, Pages 5152-5160

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo070460b

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A palladium-catalyzed reaction of gem-dichloroolefins and a boronic acid via a tandem intramolecular C-N 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.

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