4.7 Article

Ag(I)-catalyzed carbon-carbon bond formation between a ketone and an allylic C-H bond

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 48, Pages 6049-6051

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc32205f

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Funding

  1. National Science Council
  2. Ministry of Education in Taiwan
  3. National Tsing-Hua University

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We report a silver-catalyzed cyclization of 1-(2,2-dimethylcyclopropyl)methyl ketones to give 1,2,4-trisubstituted benzenes. These reactions comprise an initial cyclopropane cleavage, followed by an aromatization of the resulting 4-en-1-one intermediate. The latter represents an unusual silver-catalyzed addition of a ketone to an allylic C-H bond via a non-carbonyl ene reaction.

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