Issue 13, 2019

Highly chemo- and regioselective C–P cross-coupling reaction of quinone imine ketals with Ar2P(O)H to construct ortho-amino triarylphosphine derivatives

Abstract

A highly chemo- and regioselective approach for the construction of ortho-amino triarylphosphine oxides has been achieved through a C–P cross-coupling reaction involving quinone imine ketals (QIKs) with Ar2P(O)H and catalyzed via a Lewis base. This alternative protocol provided a wide substrate scope with excellent yields (82–95%), and a variety of ortho-amino triarylphosphines were obtained with high yields (87–95%) via further reductive reaction. Furthermore, this reaction could be scaled-up and several synthetic transformations were accomplished for the construction of functionalized organophosphorus.

Graphical abstract: Highly chemo- and regioselective C–P cross-coupling reaction of quinone imine ketals with Ar2P(O)H to construct ortho-amino triarylphosphine derivatives

Supplementary files

Article information

Article type
Communication
Submitted
26 Mar 2019
Accepted
23 Apr 2019
First published
24 Apr 2019

Green Chem., 2019,21, 3536-3541

Highly chemo- and regioselective C–P cross-coupling reaction of quinone imine ketals with Ar2P(O)H to construct ortho-amino triarylphosphine derivatives

T. Liu, Y. Li, F. Cheng, X. Shen, J. Liu and J. Lin, Green Chem., 2019, 21, 3536 DOI: 10.1039/C9GC00989B

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