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- Title
Photoinduced Aminocarbonylation of Aryl Iodides.
- Authors
Kawamoto, Takuji; Sato, Aoi; Ryu, Ilhyong
- Abstract
Transition metal-catalyzed aminocarbonylation of aryl halides with CO and amines, pioneered by Heck and co-workers in the 1970s, is among the most commonly employed reactions to make aromatic amides. A catalyst-free aminocarbonylation of aryl iodides with CO and amines, which simply uses photoirradiation conditions by Xe-lamp, has now been developed. This methodology shows broad functional-group tolerance, including that of heteroaromatic amides. A hybrid radical/ionic chain mechanism, involving electron transfer from zwitterionic radical intermediates generated by nucleophilic attack of amines to aroyl radicals, is proposed.
- Subjects
ARYL iodides; IODINE compounds; HALIDES; AMINES; ORGANIC compounds
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 42, p14764
- ISSN
0947-6539
- Publication type
Academic Journal
- DOI
10.1002/chem.201503164