Journal
ORGANIC LETTERS
Volume 22, Issue 4, Pages 1542-1546Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00134
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Funding
- National Natural Science Foundation of China [21101085]
- Natural Science Foundation of Liaoning Province [2015020196]
- LiaoNing Revitalization Talents Program [XLYC1902085]
- Research Fund of Key Laboratory of Synthetic Rubber-Changchun Institute of Applied Chemistry [KLSR1602]
- Doctoral Start-up Foundation of Liaoning Province [20180540085]
- PetroChina Innovation Foundation [2018D-5007-0507]
- Research Project Fund of Liaoning Provincial Department of Education [L2019037]
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In this study, a facile and efficient method to synthesize monofluoroalkenes by photoredox catalytic defluorinative alkylation of gem-difluoroalkenes with 4-alkyl-1,4-dihydropyridines under mild conditions (room temperature) is described. This novel strategy is applicable for a broad range of gem-difluoroalkene substrates with good functional group tolerance and a variety of 4-alkyl-1,4-dihydropyridines (including primary, secondary, and even tertiary alkyl radicals). Moreover, it also allows the challenging radical coupling with glycosyl-based 4-alkyl-1,4-dihydropyridines (DHPs) to synthesize monofluoroalkenylated saccharides.
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