Issue 18, 2014

Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides

Abstract

We present a novel and highly efficient methodology that allows for the construction of C–P bonds via the palladium-catalyzed air-based oxidative coupling of various commercially available arylboronic acids with easily oxidized H-phosphine oxides leading to valuable aryl phosphine oxides, particularly triarylphosphine oxides, with the use of air as the green oxidant, broad substrate applicability and good to excellent yields. The described catalytic system should be an efficient complement to the Chan–Lam type reaction and be useful in synthetic programs.

Graphical abstract: Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides

Supplementary files

Article information

Article type
Paper
Submitted
11 Dec 2013
Accepted
26 Feb 2014
First published
26 Feb 2014

Org. Biomol. Chem., 2014,12, 2895-2902

Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides

T. Fu, H. Qiao, Z. Peng, G. Hu, X. Wu, Y. Gao and Y. Zhao, Org. Biomol. Chem., 2014, 12, 2895 DOI: 10.1039/C3OB42470G

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