Visible-light-induced radical trifluoromethylthiolation of N-(o-cyanobiaryl)acrylamides

An efficient and general visible-light-mediated trifluoromethylthiolation of N-(o-cyanobiaryl)acrylamides has been successfully accomplished using N-trifluoromethylthiosaccharin as an effective source of SCF3 radicals. The reaction was proposed to proceed via a domino radical trifluoromethylthiolati...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019, Vol.17 (13), p.3374-3380
Main Authors: Zhu, Mei, Fu, Weijun, Guo, Weisi, Tian, Yunfei, Wang, Zhiqiang, Ji, Baoming
Format: Article
Language:English
Subjects:
Light effects
Phenanthridine
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Summary:An efficient and general visible-light-mediated trifluoromethylthiolation of N-(o-cyanobiaryl)acrylamides has been successfully accomplished using N-trifluoromethylthiosaccharin as an effective source of SCF3 radicals. The reaction was proposed to proceed via a domino radical trifluoromethylthiolation/cyano insertion/cyclization to afford the corresponding SCF3-containing ring-fused phenanthridine derivatives in moderate to good yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00342h