Mechanochemical Iron‐Catalyzed Nitrene Transfer Reactions: Direct Synthesis of N‐Acyl Sulfonimidamides from Sulfinamides and Dioxazolones

Author:

Pan Shulei1,Mulks Florian F.1,Wu Peng1,Rissanen Kari2,Bolm Carsten1ORCID

Affiliation:

1. Institute of Organic Chemistry RWTH Aachen University Landoltweg 1 52074 Aachen Germany

2. University of Jyvaskyla Department of Chemistry P.O. Box. 35, Survontie 9 B 40014 Jyväskylä Finland

Abstract

AbstractA mechanochemical synthesis of sulfonimidamides by iron(II)‐catalyzed exogenous ligand‐free N‐acyl nitrene transfer to sulfinamides is reported. The one‐step method tolerates a wide range of sulfinamides with various substituents under solvent‐free ambient conditions. Compared to its solution‐phase counterpart, this mechanochemical approach shows better conversion and chemoselectivity. Mechanistic investigations by ESI‐MS revealed the generation of crucial nitrene iron intermediates.

Funder

China Scholarship Council

Fonds der Chemischen Industrie

Alexander von Humboldt-Stiftung

Publisher

Wiley

Subject

General Medicine

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