Mechanochemical Conditions for Intramolecular N−O Couplings via Rhodium Nitrenoids Generated from N ‐Acyl Sulfonimidamides

Abstract: Starting from N‐acyl sulfonimidamides, mechanochemically generated rhodium nitrenoids undergo intramolecular N−O couplings to provide unprecedented 1,3,2,4‐oxathiadiazole 3‐oxides in good to excellent yields. The cyclization proceeds efficiently with a catalyst loading of only 0.5 mol % in the presence of phenyliodine (III) diacetate (PIDA) as oxidant. Neither an inert atmosphere nor additional heating is required in this solvent‐free procedure. Under heat or blue light, the newly formed five‐membered heterocycles function as nitrene precursors reacting with sulfoxides as exemplified by the imidation of dimethyl sulfoxide.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Mechanochemical Conditions for Intramolecular N−O Couplings via Rhodium Nitrenoids Generated from N ‐Acyl Sulfonimidamides ; day:09 ; month:11 ; year:2024 ; extent:6
Angewandte Chemie ; (09.11.2024) (gesamt 6)

Creator
Pan, Shulei
Wu, Peng
Bampi, Dimitra
Ward, Jas S.
Rissanen, Kari
Bolm, Carsten

DOI
10.1002/ange.202413181
URN
urn:nbn:de:101:1-2411101319128.464096974167
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:30 AM CEST

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