Reductive Cleavage of Secondary Sulfonamides: Converting Terminal Functional Groups into Versatile Synthetic Handles

03 October 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Sulfonamides are pervasive in drugs and agrochemicals, yet are typically considered as terminal functional groups rather than synthetic handles. To enable the general late-stage functionalization of secondary sulfonamides, we have developed a mild and general method to reductively cleave the N-S bonds of sulfonamides to generate sulfinates and amines, components which can further react in-situ to access a variety of other medicinally relevant functional groups. The utility of this platform is highlighted by the selective manipulation of several complex bioactive molecules.

Keywords

Late-Stage Functionalization
Sulfonamides
Drug Discovery and Development

Supplementary materials

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Title
Fier Kim Maloney Sulfonamide Supporting Information
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