Issue 30, 2017

Poly(methylhydrosiloxane) as a green reducing agent in organophosphorus-catalysed amide bond formation

Abstract

Development of catalytic amide bond formation reactions has been the subject of the intensive investigations in the past decade. Herein we report an efficient organophosphorus-catalysed amidation reaction between unactivated carboxylic acids and amines. Poly(methylhydrosiloxane), a waste product of the silicon industry, is used as an inexpensive and green reducing agent for in situ reduction of phosphine oxide to phosphine. The reported method enables the synthesis of a wide range of secondary and tertiary amides in very good to excellent yields.

Graphical abstract: Poly(methylhydrosiloxane) as a green reducing agent in organophosphorus-catalysed amide bond formation

Supplementary files

Article information

Article type
Paper
Submitted
22 Jun 2017
Accepted
15 Jul 2017
First published
17 Jul 2017

Org. Biomol. Chem., 2017,15, 6426-6432

Poly(methylhydrosiloxane) as a green reducing agent in organophosphorus-catalysed amide bond formation

D. F. J. Hamstra, D. C. Lenstra, T. J. Koenders, F. P. J. T. Rutjes and J. Mecinović, Org. Biomol. Chem., 2017, 15, 6426 DOI: 10.1039/C7OB01510K

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