Journal
ORGANIC LETTERS
Volume 21, Issue 8, Pages 2723-2730Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00692
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Funding
- National Natural Science Foundation of China [21772183]
- Fundamental Research Funds for the Central Universities [WK2060190086]
- 1000-Youth Talents Plan start-up funding
- University of Science and Technology of China
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By merging C-F and C-C bond activation in the cross-electrophile coupling, we developed an efficient cyanide-free synthesis of diverse functional-group-rich cyano-substituted gem-difluoroalkenes using cyclobutanone oxime esters and trifluoromethyl alkenes as precursors. Notably, this Ni-catalyzed reaction is bestowed with broad substrate scope, low catalyst loading, complete regioselectivities, and high tolerance of a wide range of sensitive functional groups. Preliminary mechanistic studies indicate that an iminyl radical-initiated C-C bond cleavage is involved in the reaction pathway.
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