Xiaoli He, Jiahao Ling, Zhi-Jia Fang
May 1, 2023
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0
Influential Citations
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Citations
Journal
The Journal of organic chemistry
Abstract
An alkyl radical-triggered dual C-F bond cleavage of α-CF3-ortho-hydroxystyrenes for the synthesis of 2-fluorobenzofurans was developed. The visible-light-induced defluorinative cross-coupling reactions of α-CF3-ortho-hydroxystyrenes with a variety of carboxylic acids produced gem-difluoroalkenes, which underwent SNV-type 5-endo-trig cyclization to give 2-fluorobenzofurans. Mechanistic studies indicated that the electron transfer between phenoxyl radicals and carboxylates was the major pathway for the generation of alkyl radicals.