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A general approach to N-heterocyclic scaffolds using domino Heck-aza-Michael reactions

journal contribution
posted 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.

History

Journal

Organic and biomolecular chemistry

Volume

9

Issue

5

Pagination

1508 - 1515

Publisher

Royal Society of Chemistry

Location

Cambridge, U. K.

ISSN

1477-0520

eISSN

1477-0539

Language

eng

Publication classification

C1 Refereed article in a scholarly journal

Copyright notice

2011, The Royal Society of Chemistry