Issue 92, 2017

Single-step synthesis of styryl phosphonic acids via palladium-catalyzed Heck coupling of vinyl phosphonic acid with aryl halides

Abstract

We have developed a single step palladium-catalyzed Heck coupling of aryl halides with vinyl phosphonic acid to produce functionalized (E)-styryl phosphonic acids. This pathway utilizes a variety of commercially available aryl halides, vinyl phosphonic acid and Pd(P(tBu)3)2 as catalyst. These conditions produce a wide range of styryl phosphonic acids with high purities and good to excellent yields (31–80%).

Graphical abstract: Single-step synthesis of styryl phosphonic acids via palladium-catalyzed Heck coupling of vinyl phosphonic acid with aryl halides

Supplementary files

Article information

Article type
Communication
Submitted
28 Jul 2017
Accepted
22 Oct 2017
First published
27 Oct 2017

Chem. Commun., 2017,53, 12454-12456

Single-step synthesis of styryl phosphonic acids via palladium-catalyzed Heck coupling of vinyl phosphonic acid with aryl halides

B. W. McNichols, J. T. Koubek and A. Sellinger, Chem. Commun., 2017, 53, 12454 DOI: 10.1039/C7CC05909D

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