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Catalytic Asymmetric Sulfenylation of Unprotected 3-Substituted Oxindoles

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journal contribution
posted on 01.06.2012 by Yunfei Cai, Jun Li, Weiliang Chen, Mingsheng Xie, Xiaohua Liu, Lili Lin, Xiaoming Feng
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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