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

Yulan YuWeiwen YuanHansheng HuangZhiqiang CaiPing LiuPeipei Sun
Published in: The Journal of organic chemistry (2018)
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.
Keyphrases
  • visible light
  • high intensity
  • room temperature