Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 16, Pages 10479-10487Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00816
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Funding
- Natural Science Foundation of Shenzhen [KQJSCX20180328095508144]
- Natural Science Foundation of Guangdong Province [2020A1515010874]
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A highly efficient approach of visible-light-driven radical difluoromethylation of isocyanides to access a wide variety of difluoromethylated phenanthridines and isoquinolines is herein described. Electrophilic S-(difluoromethyl)diarylsulfonium salt proved to be a good difluoromethyl radical precursor under photoredox catalysis. A broad range of isocyanides were tolerated to furnish the corresponding difluoromethylated phenanthridines, isoquinolines, furo[3,2-c]pyridine, and pyrido[3,4-b]indole in moderate to excellent yields under mild conditions. A plausible mechanism was also proposed.
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