4.8 Article

Catalytic Asymmetric Sulfenylation of Unprotected 3-Substituted Oxindoles

Journal

ORGANIC LETTERS
Volume 14, Issue 11, Pages 2726-2729

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3009446

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Funding

  1. National Natural Science Foundation of China [21021001, 21172151]
  2. National Basic Research Program of China (973 Program) [2010CB833300]

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Catalytic asymmetric sulfenylation of unprotected 3-substituted oxindoles has been developed via cooperative catalysis of a chiral N,N-dioxide-Sc(OTf)(3) complex and a Bronsted base. Utilizing readily available N-(phenylthio)phthalimide as the sulfur source, a wide range of optically active 3-phenylthiooxindoles were obtained in excellent yields with excellent enantioselectivities under mild reaction conditions.

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