Expanding the Scope of Hypervalent Iodine Reagents in the Synthesis of Sulfinamides from Sulfenamides

07 April 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

This study presents a novel, efficient method for the synthesis of sulfinamidines via oxidative amination of sulfenamides using diacetoxyiodobenzene (PhI(OAc)2) and secondary amines under basic conditions. The technique achieves outstanding yields of up to 99%, streamlining the process under mild and metal-free conditions. In addition, two possible pathways are proposed to explain the observed molecular sequence of events in this reaction. The advanced approach expands the synthetic toolbox available to chemists, enabling the synthesis of valuable sulfinamidine compounds, and opening up potential applications in medicinal chemistry. Overall, this study highlights the potential of hypervalent iodine-mediated methods for efficient and streamlined organic synthesis.

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