Photoinduced Aminocarbonylation of Aryl Iodides

Chemistry : a European Journal
Takuji KawamotoIlhyong Ryu

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.

References

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Citations

Oct 16, 2015·Angewandte Chemie·Armido Studer, Dennis P Curran
May 17, 2018·Chemical Communications : Chem Comm·Takahide FukuyamaYen-Ku Wu
Aug 5, 2017·Organic & Biomolecular Chemistry·Denis Koziakov, Axel Jacobi von Wangelin
Jul 15, 2020·Chemical Communications : Chem Comm·Fengqian ZhaoXiao-Feng Wu
Feb 6, 2020·Organic & Biomolecular Chemistry·Martin B Johansen, Anders T Lindhardt
Aug 4, 2016·Angewandte Chemie·Silvia GarbarinoAndrea Basso
Jul 6, 2020·Angewandte Chemie·José A ForniAnastasios Polyzos
Dec 15, 2020·Chemical Society Reviews·Nikita Kvasovs, Vladimir Gevorgyan
Dec 10, 2016·The Journal of Organic Chemistry·Andrea Ojeda-Porras, Diego Gamba-Sánchez
Sep 20, 2017·Organic Letters·Hong-Xing ZhengYan-Biao Kang
Aug 21, 2019·The Journal of Organic Chemistry·Md Mahbubur RahmanMichal Szostak
Dec 15, 2020·The Journal of Organic Chemistry·Jitender SinghAnuj Sharma

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