Phosphinoyl Radical Initiated Vicinal Cyanophosphinoylation of Alkenes

Pei-Zhi Zhang, Ling Zhang, Jian-An Li, Adedamola Shoberu, Jian-Ping Zou* and Wei Zhang*

*Soochow University, Jiangsu 215123, China; University of Massachusetts, Boston, Massachusetts 02125, United States, Email: jpzousuda.edu.cn, wei2.zhangumb.edu

P.-Z. Zhang, L. Zhang, J.-A. Li, A. Shoberu, J.-P. Zou, W. Zhang, Org. Lett., 2017, 19, 5537-5540.

DOI: 10.1021/acs.orglett.7b02621

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Abstract

Mn(OAc)₃-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation enables a double-functionalization reaction of alkenes under mild conditions to afford vicinal cyanophosphinoylation products.

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proposed mechanism

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Key Words

nitriles, phosphinates, multicomponent reactions, manganese (III) compounds

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ID: J54-Y2017