Issue 22, 2018

Ph3P-mediated highly selective C(α)–P coupling of quinone monoacetals with R2P(O)H: convenient and practical synthesis of ortho-phosphinyl phenols

Abstract

A highly selective Ph3P-mediated C(α)–P coupling reaction of quinone monoacetals with secondary phosphine oxides is developed to provide an effective method for the synthesis of a wide array of ortho-phosphinylphenols in good to excellent yields. This protocol can be adopted for scale-up synthesis directly from cheap and abundant phenols, and the products can be easily obtained in high yields by simple filtration without the use of organic extraction or chromatography.

Graphical abstract: Ph3P-mediated highly selective C(α)–P coupling of quinone monoacetals with R2P(O)H: convenient and practical synthesis of ortho-phosphinyl phenols

Supplementary files

Article information

Article type
Communication
Submitted
14 Sep 2018
Accepted
15 Oct 2018
First published
16 Oct 2018

Green Chem., 2018,20, 5111-5116

Ph3P-mediated highly selective C(α)–P coupling of quinone monoacetals with R2P(O)H: convenient and practical synthesis of ortho-phosphinyl phenols

R. Shen, M. Zhang, J. Xiao, C. Dong and L. Han, Green Chem., 2018, 20, 5111 DOI: 10.1039/C8GC02918K

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