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Iodine(III)‐Mediated para ‐Selective Direct Imidation of Anilides
Author(s) -
Pialat Amélie,
Bergès Julien,
Sabourin Axel,
Vinck Robin,
Liégault Benoît,
Taillefer Marc
Publication year - 2015
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.201501553
Subject(s) - acetanilide , regioselectivity , iodine , reagent , nucleophile , chemistry , reactivity (psychology) , combinatorial chemistry , medicinal chemistry , catalysis , organic chemistry , medicine , alternative medicine , pathology
The direct, nucleophilic imidation of acetanilide derivatives has been performed under mild, iodine(III)‐mediated or ‐catalyzed conditions, employing lithium triflimide as the nitrogen source. The reaction exhibits exclusive regioselectivity for the para position and shows a good tolerance for varied functional groups at both the ortho or meta positions. Preliminary mechanistic data suggest that the LiNTf 2 reagent plays a key role in the reactivity.