4.6 Article

Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 20, Pages 5836-5842

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201000550

Keywords

allenes; cross-coupling; cyclization; palladium; selectivity

Funding

  1. DGI-MICINN [CTQ2009-09318]
  2. CAM [S2009/PPQ-1752]
  3. UCM-BSCH [GR58/08]

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The allene moiety represents an excellent building block for allene cross-coupling cyclization reactions, affording heterocyclic skeletons in a single step. This strategy is of particular interest when two different allene derivatives are involved in a series of metal-catalyzed cross-coupling heterocyclization processes. This Concept article is focused on the Pd-catalyzed union of two different allenic moieties, with cyclization of at least one of them by intramolecular cyclometalation. These new, versatile, and highly effective transformations are complex multistep processes leading to potential privileged structures that could find wide applications in related medicinal chemistry.

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