Visible-Light-Mediated
[2+2+1] Carbocyclization Reactions
of 1,7-Enynes with Bromofluoroacetate to Form Fused Monofluorinated
Cyclopenta[c]quinolin-4-ones

Qu, Yi; Xu, Wentao; Zhang, Jingjing; Liu, Yuxiu; Li, Yongqiang; Song, Hongjian; Wang, Qingmin

doi:10.1021/acs.joc.0c00087.s003

jo0c00087_si_003.pdf (9.32 MB)

Visible-Light-Mediated [2+2+1] Carbocyclization Reactions of 1,7-Enynes with Bromofluoroacetate to Form Fused Monofluorinated Cyclopenta[c]quinolin-4-ones

Version 2 2020-03-31, 12:38

Version 1 2020-03-31, 11:33

journal contribution

posted on 2020-03-31, 12:38 authored by Yi Qu, Wentao Xu, Jingjing Zhang, Yuxiu Liu, Yongqiang Li, Hongjian Song, Qingmin Wang

Herein, we describe a new protocol for photoinduced radical [2+2+1] carbocyclization reactions of 1,7-enynes with bromofluoroacetate. These reactions, which proceed via a cascade involving fluoroalkylation, 6-exo-dig and 5-endo-trig cyclizations, H-transfer step, and oxidative dehydrogenation, provide an efficient and general route to a variety of fused monofluorinated cyclopenta[c]quinolin-4-one derivatives.