Nitrile Synthesis through Catalyzed Cascades Involving Acid–Nitrile Exchange

Damien Cartigny; Aurélie Dos Santos; Laurent El Kaïm; Laurence Grimaud; Roland Jacquot; Philippe Marion

doi:10.1055/s-0033-1341227

Synthesis, Table of Contents

Synthesis 2014; 46(13): 1802-1806
DOI: 10.1055/s-0033-1341227

paper

Nitrile Synthesis through Catalyzed Cascades Involving Acid–Nitrile Exchange

Authors

Damien Cartigny

^aEco-Efficient Products and Processes Laboratory (E2P2L), UMI 3464 CNRS – Solvay, 3966 Jin Du Road, Xin Zhuang Ind. Zone, 201108 Shanghai, P. R. of China
Aurélie Dos Santos

^bDCSO-UMR 7652: CNRS-ENSTA-Ecole Polytechnique. Laboratoire Chimie et Procédés, Ecole Nationale Supérieure de Techniques Avancées, 828 Bd des maréchaux, 91128 Palaiseau, France Email: laurent.elkaim@ensta-paristech.fr
Laurent El Kaïm*

^bDCSO-UMR 7652: CNRS-ENSTA-Ecole Polytechnique. Laboratoire Chimie et Procédés, Ecole Nationale Supérieure de Techniques Avancées, 828 Bd des maréchaux, 91128 Palaiseau, France Email: laurent.elkaim@ensta-paristech.fr
Laurence Grimaud*

^cEcole Normale Supérieure, Département de chimie, CNRS-UMR 8640-UPMC, 24 rue Lhomond, 75231 Paris Cedex 05, France Email: laurence.grimaud@ens.fr
Roland Jacquot*

^dSolvay Recherches & Innovation Centre de Lyon, 85 rue des frères Perret, BP62, 69192 Saint Fons Cedex, France Email: philippe.marion@solvay.com
Philippe Marion*

^dSolvay Recherches & Innovation Centre de Lyon, 85 rue des frères Perret, BP62, 69192 Saint Fons Cedex, France Email: philippe.marion@solvay.com

Abstract

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Abstract

Irreversible acid–nitrile exchange reactions using both glutaronitrile and (phenylsulfonyl)acetonitrile may be catalyzed by Lewis acids. Whereas a cyclization towards imides displaces the equilibria in the reaction with dinitriles, a decarboxylation step is involved when using the (phenylsulfonyl)acetonitrile.

Key words

acylation - carboxylic acids - nitriles - imides - Lewis acids

Full Text

References

References

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Supplementary Material

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