Journal
ORGANIC LETTERS
Volume 23, Issue 7, Pages 2693-2698Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00586
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Funding
- National Natural Science Foundation of China [NSF 21772075, 21532001]
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A novel dehydrogenative coupling reaction of N-fluorocarboxamides with polyfluoroarenes forming C(sp(2))-C(sp(3)) bonds enabled by copper catalysis has been accomplished, demonstrating excellent regioselectivity and supported by control experiments and density functional theory calculations.
A novel dehydrogenative coupling reaction of N-fluorocarboxamides with polyfluoroarenes forming C(sp(2))-C(sp(3)) bonds enabled by copper catalysis has been accomplished. N-Fluorocarboxamides are postulated to undergo copper-mediated dehydrogenative cross-coupling reaction with electron-deficient polyfluoroarenes via a radical pathway. Benzylic C-H bonds and aliphatic C-H bonds in N-fluorocarboxamides could proceed smoothly and demonstrated excellent regioselectivity. The detailed mechanism presented is supported by control experiments and density functional theory calculations.
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