title: Direct gem-difluoromethylenation of sp(3)-hybridized carbon center through copper-mediated radical/radical cross-coupling for the construction of a CH2-CF2 linkage.
abstract: Efficient direct gem-difluoromethylenation of an sp(3)-hybridized carbon center in benzyl bromides using benzo-1,3-azolic (oxa-, thia- or aza-) difluoromethyl bromides for construction of a CH2-CF2 linkage has been developed through radical/radical C-C cross-coupling via two separate single electron transfer processes (SET) under the promotion of different copper sources.
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P. R. China.
authors: Haizhen
authors: H
authors: Jiang
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn.
authors: Minjun
authors: M
authors: Xu
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn.
authors: Wenjun
authors: W
authors: Lu
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn.
authors: Wenfeng
authors: W
authors: Tian
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn.
authors: Wen
authors: W
authors: Wan
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn.
authors: Yunrong
authors: Y
authors: Chen
authors: Laboratory for Microstructures, Shanghai University, Shanghai, 200444, P. R. China.
authors: Hongmei
authors: H
authors: Deng
authors: Emory NMR Research Center, Emory University, 201 Dowman Drive, Atlanta, Georgia 30322, USA.
authors: Shaoxiong
authors: S
authors: Wu
authors: Department of Chemistry, Shanghai University, Shanghai, 200444, P. R. China. hzjiang@shu.edu.cn jhao@shu.edu.cn and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P. R. China.
authors: Jian
authors: J
authors: Hao
mesh_terms: D000478:Alkylation; D001562:Benzimidazoles / Q000138:chemical synthesis; D052160:Benzothiazoles / Q000138:chemical synthesis; D001583:Benzoxazoles / Q000138:chemical synthesis; D001593:Benzyl Compounds / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis*; D010084:Oxidation-Reduction
chemical_list: D001562:Benzimidazoles; D052160:Benzothiazoles; D001583:Benzoxazoles; D001593:Benzyl Compounds; D001965:Bromides; D003497:Cyclic N-Oxides; D005609:Free Radicals; D006845:Hydrocarbons, Fluorinated; C408079:cupric bromide; D003300:Copper; C003959:TEMPO