Simple and convenient access to α,α,α-trisubstituted amides by double addition of Grignard reagents to acyl cyanohydrins

Fatma Boukattaya; Andrii Stanovych; Paul Setzer; Souhir Abid; Houcine Ammar; Morwenna S. M. Pearson-Long; Philippe Bertus

doi:10.1039/C2CC34841A

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Simple and convenient access to α,α,α-trisubstituted amides by double addition of Grignard reagents to acyl cyanohydrins†

Fatma Boukattaya,^a Andrii Stanovych,^a Paul Setzer,^a Souhir Abid,^b Houcine Ammar,^b Morwenna S. M. Pearson-Long^a and Philippe Bertus*^a

Author affiliations

* Corresponding authors

^a LUNAM Université, Université du Maine, CNRS UMR 6283, Institut des Molécules et Matériaux du Mans (IMMM), Avenue Olivier Messiaen, 72085 Le Mans cedex 9, France
E-mail: philippe.bertus@univ-lemans.fr
Fax: +33 2 43 83 39 02

^b Laboratory of Applied Chemistry HCGP, Faculty of Science, University of Sfax, 3000 Sfax, Tunisia

Abstract

The double addition of Grignard (alkyl, aryl, alkenyl, alkynyl) reagents to acyl cyanohydrins was performed under unusually smooth conditions with a concomitant O–N acyl transfer, providing a very simple and general access to α,α,α-trisubstituted amides.

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Supplementary files

Supplementary information PDF (3582K)

Article information

DOI: https://doi.org/10.1039/C2CC34841A
Article type: Communication
Submitted: 08 Jun 2012
Accepted: 09 Jul 2012
First published: 24 Jul 2012

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Chem. Commun., 2012,48, 8655-8657

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Simple and convenient access to α,α,α-trisubstituted amides by double addition of Grignard reagents to acyl cyanohydrins

F. Boukattaya, A. Stanovych, P. Setzer, S. Abid, H. Ammar, M. S. M. Pearson-Long and P. Bertus, Chem. Commun., 2012, 48, 8655 DOI: 10.1039/C2CC34841A

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Chemical Communications

Simple and convenient access to α,α,α-trisubstituted amides by double addition of Grignard reagents to acyl cyanohydrins†

Abstract

Supplementary files

Article information

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Simple and convenient access to α,α,α-trisubstituted amides by double addition of Grignard reagents to acyl cyanohydrins

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