Issue 24, 2016

N-Heterocyclic carbene catalysed 1,6-hydrophosphonylation of p-quinone methides and fuchsones: an atom economical route to unsymmetrical diaryl- and triarylmethyl phosphonates

Abstract

A convenient organocatalytic approach to access unsymmetrical diaryl- and triarylmethyl phosphonates using NHC as a Brønsted base catalyst is described. This atom-economical protocol enables the installation of phosphonate groups on p-quinone methides and fuchsones through a 1,6-conjugate addition of dialkylphosphites, and the corresponding phosphonates were obtained in excellent yields.

Graphical abstract: N-Heterocyclic carbene catalysed 1,6-hydrophosphonylation of p-quinone methides and fuchsones: an atom economical route to unsymmetrical diaryl- and triarylmethyl phosphonates

  • This article is part of the themed collection: New Talent

Supplementary files

Article information

Article type
Communication
Submitted
03 Feb 2016
Accepted
18 Feb 2016
First published
18 Feb 2016

Org. Biomol. Chem., 2016,14, 5550-5554

N-Heterocyclic carbene catalysed 1,6-hydrophosphonylation of p-quinone methides and fuchsones: an atom economical route to unsymmetrical diaryl- and triarylmethyl phosphonates

P. Arde and R. Vijaya Anand, Org. Biomol. Chem., 2016, 14, 5550 DOI: 10.1039/C6OB00289G

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