Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines

José A. Souto; Willian Lewis; Robert A. Stockman

doi:10.1039/C4CC05751A

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Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines†‡

José A. Souto,*^ab Willian Lewis §^a and Robert A. Stockman*^a

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* Corresponding authors

^a School of Chemistry, University of Nottingham, Nottingham, NG7 2RD, UK
E-mail: robert.stockman@nottingham.ac.uk
Fax: +44 (0)115 951356

^b Departamento de Química Orgánica, Universidade de Vigo, Vigo, Spain
E-mail: souto@uvigo.es

Abstract

The thermolysis of S-aryl sulfinimines is shown to generate 1,2-disulfoxides and disulfides via initial Cope elimination, dimerisation of the produced sulfenic acid to a thiosulfinate, and subsequent disproportionation of the thiosulfinate.

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DOI: https://doi.org/10.1039/C4CC05751A
Article type: Communication
Submitted: 24 Jul 2014
Accepted: 01 Sep 2014
First published: 01 Sep 2014

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Chem. Commun., 2014,50, 12630-12632

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Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines

J. A. Souto, W. Lewis and R. A. Stockman, Chem. Commun., 2014, 50, 12630 DOI: 10.1039/C4CC05751A

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Chemical Communications

Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines†‡

Abstract

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Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines

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