Visible-Light-Induced Trifluoromethylation of Isonitrile-Substituted Methylenecyclopropanes: Facile Access to 6-(Trifluoromethyl)-7,8-Dihydrobenzo[k]phenanthridine Derivatives

A new visible‐light‐induced trifluoromethylation of isonitrile‐substituted methylenecyclopropanes is developed. A range of substituted 6‐(trifluoromethyl)‐7,8‐dihydrobenzo[k]phenanthridine derivatives are readily furnished by this newly developed tandem reaction with moderate to good yields. This re...

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Bibliographic Details
Published in:Chemistry : a European journal 2016-09, Vol.22 (37), p.13059-13063
Main Authors: Yuan, Yu-Chao, Liu, Hou-Lu, Hu, Xu-Bo, Wei, Yin, Shi, Min
Format: Article
Language:English
Subjects:
Chemistry
phenanthridines
photoredox catalysis
radicals
trifluoromethylation
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Summary:A new visible‐light‐induced trifluoromethylation of isonitrile‐substituted methylenecyclopropanes is developed. A range of substituted 6‐(trifluoromethyl)‐7,8‐dihydrobenzo[k]phenanthridine derivatives are readily furnished by this newly developed tandem reaction with moderate to good yields. This reaction allows the direct formation of two six‐membered rings and three new C−C bonds, including the C−CF3 bond, under visible light irradiation. New rings and bonds: A new visible‐light‐induced trifluoromethylation of isonitrile‐substituted methylenecyclopropanes has been developed, affording a range of substituted 6‐(trifluoromethyl)‐7,8‐dihydrobenzo[k]phenanthridine derivatives in moderate to good yields. This reaction allows the direct formation of two six‐membered rings and three new C−C bonds, including the C−CF3 bond, under visible light irradiation (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201602920