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Visible-Light-Mediated [2+2+1] Carbocyclization Reactions of 1,7-Enynes with Bromofluoroacetate to Form Fused Monofluorinated Cyclopenta[c]quinolin-4-ones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-21 , DOI: 10.1021/acs.joc.0c00087 Yi Qu 1 , Wentao Xu 1 , Jingjing Zhang 1, 2 , Yuxiu Liu 1 , Yongqiang Li 1 , Hongjian Song 1 , Qingmin Wang 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-21 , DOI: 10.1021/acs.joc.0c00087 Yi Qu 1 , Wentao Xu 1 , Jingjing Zhang 1, 2 , Yuxiu Liu 1 , Yongqiang Li 1 , Hongjian Song 1 , Qingmin Wang 1
Affiliation
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.
中文翻译:
1,7-烯炔与溴氟乙酸的可见光介导的[2 + 2 + 1]碳环化反应,形成熔融的单氟环戊烯[ c ]喹啉-4-酮。
在这里,我们描述了一种新的协议,用于1,7-烯炔与溴氟乙酸的光诱导自由基[2 + 2 + 1]碳环化反应。这些反应是通过级联反应进行的,包括氟代烷基化,6- exo - dig和5- endo - trig环化,H-转移步骤和氧化脱氢,这些反应为各种稠合的单氟化环戊五烯[ c ]喹啉提供了一条有效而通用的途径-4-one衍生物。
更新日期:2020-04-24
中文翻译:
1,7-烯炔与溴氟乙酸的可见光介导的[2 + 2 + 1]碳环化反应,形成熔融的单氟环戊烯[ c ]喹啉-4-酮。
在这里,我们描述了一种新的协议,用于1,7-烯炔与溴氟乙酸的光诱导自由基[2 + 2 + 1]碳环化反应。这些反应是通过级联反应进行的,包括氟代烷基化,6- exo - dig和5- endo - trig环化,H-转移步骤和氧化脱氢,这些反应为各种稠合的单氟化环戊五烯[ c ]喹啉提供了一条有效而通用的途径-4-one衍生物。