4.7 Article

Expanding the horizon of intermolecular trapping of in situ generated alpha-oxo gold carbenes: efficient oxidative union of allylic sulfides and terminal alkynes via C-C bond formation

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 31, Pages 4130-4133

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc00739e

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Funding

  1. NSF [CHE-1301343]
  2. NIGMS [R01 GM084254]
  3. Jiangsu Overseas Research & Training Program
  4. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM084254] Funding Source: NIH RePORTER

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With a new P, S-bidentate phosphine as the ligand to gold( I), the alpha-oxo gold carbenes generated in situ via gold-catalyzed intermolecular oxidation of terminal alkynes were effectively trapped by various allylic sulfides, resulting in the formation of a-aryl(alkyl) thio-gamma,delta-unsaturated ketones upon facile [2,3] sigmatropic rearrangements.

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