A copper-catalyzed radical coupling/fragmentation reaction: efficient access to β-oxophosphine oxides. Issue 7 (19th February 2019)

• Record Type: Journal Article
• Authors: Feng, Shangbiao; Li, Jinlai; He, Feifei; Li, Tao; Li, Huilin; Wang, Xiaolei; Xie, Xingang; She, Xuegong
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 7(2019)
• Page Start: 946
• Page End: 951
• Publication Date: 2019-02-19
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo00006b
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The development of a novel copper-catalyzed three-component radical coupling/fragmentation cascade reaction to generate diverse β-oxophosphine oxides is reported. 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)R1 R2 and tert -butyl hydroperoxide (TBHP), in which the excess TBHP acts as not only a radical initiator but also a coupling partner.