4.8 Article

Palladium-Catalyzed Spirocyclization through C-H Activation and Regioselective Alkyne Insertion

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 36, Pages 10920-10923

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201706325

Keywords

alkynes; C-H activation; palladium; regioselectivity; spiro compounds

Funding

  1. University of Toronto
  2. Alphora Research, Inc.
  3. Natural Sciences and Engineering Research Council (NSERC)
  4. Ontario Graduate Scholarship program

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A Pd-catalyzed spirocyclization involving a sequential carbopalladation, intramolecular C-H activation, and a highly regioselective alkyne insertion to afford spirooxindoles and spirodihydrobenzofurans has been achieved. The spirocyclic products were generated in good to excellent yields with complete regiocontrol in a readily scalable procedure.

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