4.8 Article

Gold-Catalyzed Cascade Cyclization of 2-Alkynyl-N-Propargylanilines by Rearrangement of a Propargyl Group

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 27, Pages 7862-7866

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502256

Keywords

allenes; gold; homogeneous catalysis; indolines; rearrangement

Funding

  1. MEXT (Japan)
  2. Japan Society for the Promotion of Science (JSPS) for Young Scientists
  3. Grants-in-Aid for Scientific Research [24689001] Funding Source: KAKEN

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Gold catalysis enables direct construction of tetracyclic fused indolines through the migration of a propargyl substituent from an aniline nitrogen atom to the C3-position of an indole from 2-alkynyl-N-propargylanilines. This reaction provides rapid access to fused three-dimensional indolines in a single operation with the formation of four bonds and three rings.

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