Catalytic asymmetric sulfenylation of unprotected 3-substituted oxindoles

Organic Letters
Yunfei CaiXiaoming Feng

Abstract

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 Brønsted 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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Aug 8, 2015·The Journal of Organic Chemistry·Lisha HuangZhiyong Jiang
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