A Practical Approach to N-(Trifluoroacetyl)sulfilimines

Jörg Gries; Jochen Krüger

doi:10.1055/s-0034-1378328

Synlett, Table of Contents

Synlett 2014; 25(13): 1831-1834
DOI: 10.1055/s-0034-1378328

letter

A Practical Approach to N-(Trifluoroacetyl)sulfilimines

Jörg Gries

Bayer Pharma AG, Global Drug Discovery – Chemical Development, Friedrich-Ebert-Str. 217–333, 42117 Wuppertal, Germany Fax: +49(202)362566 Email: joachim.krueger1@bayer.com

,

Jochen Krüger*

Bayer Pharma AG, Global Drug Discovery – Chemical Development, Friedrich-Ebert-Str. 217–333, 42117 Wuppertal, Germany Fax: +49(202)362566 Email: joachim.krueger1@bayer.com

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Abstract

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Abstract

A new, simple method for the synthesis of N-(trifluoroacetyl)-protected sulfilimines from sulfides by a transition-metal-free, one-pot protocol is presented. The salient features of this process include the use of low-cost 1,3-dibromo-5,5-dimethylhydantoin, mild reaction conditions, and a broad substrate scope. The safety and robustness of the method has also been demonstrated by operations on a kilogram scale. In addition, a chiral resolution of a corresponding sulfoximine was achieved on a large scale.

Key words

N-(trifluoroacetyl)sulfilimines - sulfilimines - sulfoximines - chiral resolution

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References

References and Notes

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