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A general approach to N-heterocyclic scaffolds using domino Heck-aza-Michael reactions
journal contributionposted on 2011-01-01, 00:00 authored by Daniel Priebbenow, S Stewart, Fred PfefferFred Pfeffer
Palladium-catalyzed domino Heck–aza-Michael reactions for the synthesis of a series of C1-substituted tetrahydro-β-carbolines, tetrahydroisoquinolines and isoindolines are described. The domino process involves the initial intermolecular Heck reaction of an aryl bromide with an electron deficient alkene, followed by an intramolecular aza-Michael reaction to form the new N-heterocycle in high yield.