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

Shulei Pan,Florian F. Mulks, Peng Wu, Kari Rissanen,Carsten Bolm

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2024)

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摘要
A 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.
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关键词
Ball Mill,Iron Catalysis,Mechanochemistry,Nitrene Transfer,Sulfonimidamides
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