Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions

Juan de M. Muñoz; Jesús Alcázar; Antonio de la Hoz; Ángel Díaz-Ortiz; Sergio-A. Alonso de Diego

doi:10.1039/C2GC35037H

Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions

Juan de M. Muñoz,^a Jesús Alcázar,*^a Antonio de la Hoz,^b Ángel Díaz-Ortiz^b and Sergio-A. Alonso de Diego^a

* Corresponding authors

^a Janssen Research and Development, Janssen-Cilag, S.A., C/ Jarama 75, Toledo, Spain
E-mail: jalcazar@its.jnj.com
Fax: +34 925245771
Tel: +34 925245750

^b Facultad de Ciencias Químicas, Universidad de Castilla-La Mancha, Ciudad Real, Spain
E-mail: Antonio.Hoz@uclm.es
Fax: +34 926295318
Tel: +34 926295300

Abstract

A safe, green and functional-group-tolerant flow version of the direct amide bond formation mediated by Grignard reagents (the Bodroux reaction) is described. The procedure can be applied to a wide variety of primary and secondary amines and anilines, as well as to aromatic and aliphatic esters. The flow approach leads to improved yields and selectivities in the reaction, which has a sustainable purification procedure and a simple scale-up. This reaction represents an efficient and green alternative to the use of alkylaluminium and metal-catalyzed procedures.

Supplementary files

Publication details

The article was received on 09 Jan 2012, accepted on 20 Feb 2012 and first published on 21 Feb 2012

Article type: Paper

DOI: 10.1039/C2GC35037H

Citation: Green Chem., 2012,14, 1335-1341

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Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions

J. D. M. Muñoz, J. Alcázar, A. de la Hoz, Á. Díaz-Ortiz and Sergio-A. Alonso de Diego, Green Chem., 2012, 14, 1335
DOI: 10.1039/C2GC35037H
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Green Chemistry

Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions

Abstract

Supplementary files

Publication details

Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions

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