A copper-catalyzed radical coupling/fragmentation reaction: efficient access to β-oxophosphine oxides
Literature Information
Publication Date
2019-02-12
DOI
10.1039/C9QO00006B
Impact Factor
5.281
Authors
Shangbiao Feng, Jinlai Li, Feifei He, Tao Li, Huilin Li, Xiaolei Wang, Xingang Xie, Xuegong She
View Original
Abstract
Described herein is a novel and efficient copper-catalyzed oxidative phosphonation of α-tert-hydroxylalkenes. This protocol displays a broad scope with good functional group compatibility and gives efficient access to diverse β-oxophosphine oxides from simple allylic alcohols and H-phosphine oxides. The mechanism is proposed to be an unprecedented three-component radical coupling/fragmentation cascade reaction of α-tert-hydroxylalkenes, HP(O)R1R2 and tert-butyl hydroperoxide (TBHP), in which the excess TBHP acts as not only a radical initiator but also a coupling partner.
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Organic Chemistry Frontiers
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