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

Author:
Liu, Teng, Li, Yongqin, Cheng, Feixiang, Shen, Xianfu, Liu, Jianjun, Lin, Jun
Source:
Green chemistry 2019 v.21 no.13 pp. 3536-3541
ISSN:
1463-9270
Subject:
Lewis bases, catalytic activity, cross-coupling reactions, green chemistry, imines, quinones, regioselectivity
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.
Agid:
6489117