Synthesis 2013; 45(11): 1505-1512
DOI: 10.1055/s-0033-1338440
paper
© Georg Thieme Verlag Stuttgart · New York

A Mild and Efficient Procedure for the N-Functionalization of S-Perfluoroalkylated Aryl Sulfoximines

Yohan Macé
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
b   Laboratoire de Catalyse Moléculaire, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR CNRS 8182, Université Paris-Sud 11, 91405 Orsay Cedex, France   Email: giang.vo-thanh@u-psud.fr
,
Céline Constant-Urban
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
,
Sébastien Bouvet
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
,
Bruce Pégot
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
,
Chloée Bournaud
b   Laboratoire de Catalyse Moléculaire, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR CNRS 8182, Université Paris-Sud 11, 91405 Orsay Cedex, France   Email: giang.vo-thanh@u-psud.fr
,
Martial Toffano
b   Laboratoire de Catalyse Moléculaire, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR CNRS 8182, Université Paris-Sud 11, 91405 Orsay Cedex, France   Email: giang.vo-thanh@u-psud.fr
,
Giang Vo-Thanh*
b   Laboratoire de Catalyse Moléculaire, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR CNRS 8182, Université Paris-Sud 11, 91405 Orsay Cedex, France   Email: giang.vo-thanh@u-psud.fr
,
Patrick Diter
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
,
Emmanuel Magnier*
a   Institut Lavoisier de Versailles (ILV), UMR CNRS 8180, Université de Versailles, St Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France   Email: emmanuel.magnier@uvsq.fr
› Author Affiliations
Further Information

Publication History

Received: 27 February 2013

Accepted after revision: 02 April 2013

Publication Date:
08 May 2013 (online)


Abstract

N-Acylated perfluoroalkylated sulfoximines are synthesized easily from the corresponding free NH-sulfoximines on reaction with acid chlorides. This mild procedure is extended to diacid chlorides for the preparation of dimeric N-bridged sulfoximines and to reactions with chloroformates, carbamoyl chlorides, chlorothio­noformates and thiocarbamoyl chlorides as electrophiles.

Supporting Information

 
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