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Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium‐Catalysed C−H Amidation
Author(s) -
Antoni Patrick W.,
Mackenroth Alexandra V.,
Mulks Florian F.,
Rudolph Matthias,
Helmchen Günter,
Hashmi A. Stephen K.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002371
Subject(s) - dibenzothiophene , reagent , chemistry , rhodium , combinatorial chemistry , sulfonyl , intermolecular force , organic chemistry , selectivity , catalysis , molecule , alkyl
A sulfilimine‐based Group 9 transition‐metal‐catalysed C−H amidation procedure is reported. Dibenzothiophene‐based sulfilimines were shown to constitute a class of novel amidation reagents which enable the transfer of a wide range of N ‐sulfonyl and N ‐acyl moieties. It was demonstrated that sulfilimines, which are easily accessible from cheap reagents, are safe‐to‐handle and represent broadly applicable amidation reagents. The dibenzothiophene can be recycled after use. The C−H amidation was shown to proceed with high selectivity and gave the mono‐amidated products, mostly in good to excellent yields.