3 years ago

Visible-Light-Mediated Decarboxylative Alkylation Cascade Cyano Insertion/Cyclization of N-Arylacrylamides under Transition-Metal-Free Conditions

Visible-Light-Mediated Decarboxylative Alkylation
Cascade Cyano Insertion/Cyclization of N-Arylacrylamides
under Transition-Metal-Free Conditions
Weiwen Yuan, Yulan Yu, Zhiqiang Cai, Peipei Sun, Hansheng Huang, Ping Liu
The visible-light-mediated decarboxylative functionalization of aliphatic carboxylic acids using organocatalysts has rarely been reported. This study represented an environmentally benign decarboxylation method involving the combination of eosin Y and (NH4)2S2O8. This system converted aliphatic carboxylic acids to alkyl radicals, followed by their addition to the carbon–carbon double bond of the N-arylacrylamide cascade cyano insertion/cyclization to construct alkylated phenanthridines in moderate to good yields under photoredox catalysis.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b03080

DOI: 10.1021/acs.joc.7b03080

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