Photoinduced Aminocarbonylation of Aryl Iodides

Takuji Kawamoto, Aoi Sato, Ilhyong Ryu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

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.

Original languageEnglish
Pages (from-to)14764-14767
Number of pages4
JournalChemistry - A European Journal
Volume21
Issue number42
DOIs
StatePublished - 1 Oct 2015

Keywords

  • amides
  • carbonylation
  • electron transfer
  • photochemistry
  • radical reactions

Fingerprint Dive into the research topics of 'Photoinduced Aminocarbonylation of Aryl Iodides'. Together they form a unique fingerprint.

Cite this