4.8 Article

Aryne 1,2,3-Trifunctionalization with Aryl Allyl Sulfoxides

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 34, Pages 10814-10817

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b06981

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Funding

  1. NSFC [21372268]
  2. Fundamental Research Funds for the Central Universities [106112016CDJZR228806]

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An aryne 1,2,3-trisubstitution with aryl allyl sulfoxides is accomplished, featuring, an incorporation of C-S, C-O, and C-C bonds on the Consecutive positions of a benzene ring. The reaction condition is mild with broad substrate scope. Preliminary mechanistic study suggests a cascade formal [2 + 2] reaction of aryne with S=O bond, an allyl S -> O migration, and a Claisen rearrangement.

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