Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 5, Pages 3596-3604Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b03296
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Funding
- National Natural Science Foundation of China [21625206, 21632009, 21421002]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
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A process for the concurrent transfer of both the NHC ligand and the difluoromethyl group from [(SIPr)Ag-(CF2H)] to PdX2 (X = Cl, OAc, and OPiv) for the preparation of [(SIPr)Pd(CF2H)X] complexes is described. These complexes were air-stable and easily underwent transmetalation with aryl pinacol boronate/reductive elimination to generate ArCF2H in high yields. Based on this discovery, the first one-pot C-H borylation and difluoromethylation process for the preparation of difluoromethylated (hetero)arenes was developed.
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