Palladium Catalysis Enables Benzylation of α,α-Difluoroketone Enolates.
A palladium-catalyzed decarboxylative benzylation reaction of α,α-difluoroketone enolates is reported, in which the key C(α)-C(sp(3) ) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to α-benzyl-α,α-difluoroketone-based products, and should be useful for accessing biological probes.
Department of Medicinal Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045, USA.
Ming-Hsiu
MH
Yang
Department of Medicinal Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045, USA.
Jordan R
JR
Hunt
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Science, 16 Azar St., Tehran, 1417614411, Iran.
Niusha
N
Sharifi
Department of Medicinal Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045, USA. raaltman@ku.edu.
Ryan A
0000-0002-8724-1098
RA
Altman
D001593:Benzyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003653:Decarboxylation; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
D001593:Benzyl Compounds; D007659:Ketones; D010165:Palladium
chemoselectivity; fluorine; palladium; reaction mechanisms; synthetic methods