Journal
CHEMISTRY LETTERS
Volume 50, Issue 9, Pages 1684-1687Publisher
CHEMICAL SOC JAPAN
DOI: 10.1246/cl.210333
Keywords
Photoinduced reaction; Hydrocarbons; Isocyanates
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Funding
- JSPS KAKENHI [JP21J12846, JP20H04810]
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The study demonstrates a straightforward and atom-economical method for the synthesis of carboxamides from hydrocarbons with one-carbon extension, using visible light and specific catalysts for the reaction.
Alkylbenzenes coupled with isocyanates at the benzylic position upon irradiation with visible light in the presence of an iridium photoredox catalyst, a bromide anion, and a nickel catalyst, producing N-substituted alpha-aryl amides. An analogous carbamoylation reaction of aliphatic C-H bonds of alkanes took place when UV light and a diaryl ketone were used instead of visible light and the iridium complex. The present reaction offers a straightforward and atom-economical method for the synthesis of carboxamides starting from hydrocarbons with one-carbon extension.
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