Citation: Zhenkang Ai, Hui Chen, Xuebin Liao. Nickel-catalyzed decarboxylative difluoromethylation and alkylation of alkenes[J]. Chinese Chemical Letters, ;2025, 36(3): 109954. doi: 10.1016/j.cclet.2024.109954 shu

Nickel-catalyzed decarboxylative difluoromethylation and alkylation of alkenes

State Key Laboratory of Molecular Oncology, School of Pharmaceutical Sciences, Peking-Tsinghua Center for Life Sciences, Tsinghua University, Beijing 100084, China

Received Date: 29 January 2024
Revised Date: 15 April 2024
Accepted Date: 29 April 2024
Available Online: 30 April 2024

Figures(6)

Herein, we describe a nickel-catalyzed reductive decarboxylative difluoromethylation reaction of alkenes using inexpensive and easy-to-handle difluoroacetic anhydride (DFAA)/pyridine N-oxide reagent system. A variety of C(sp³)-CF₂H containing compounds were prepared through a hydrodifluoromethylation process. Besides, various gem–difluoroalkenes bearing CF₂H group were synthesized via defluorinative reductive cross-coupling process from trifluoromethyl-substituted alkenes using this new reaction system. Difluoroacetic anhydride has been then extended to other common alkyl anhydrides, and the corresponding hydroalkylation and defluoroalkylation processes have been successfully achieved. This method features broad substrate scope, good functional group tolerance as well as high efficiency.
- Nickel,
- Difluoromethylation,
- Difluoroacetic anhydride,
- Decarboxylative,
- Alkenes
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