Silicon-Based Reagents for Difluoromethylation and Difluoromethylenation Reactions

摘要

2 ) containing compounds in pharmaceuticals, materials, and agrochemicals, several CF 2 group transfer methods using related silicon reagents have been developed and studied in detail. This review summarizes the recent developments and trends in this area.1 Introduction2 Trimethyl(trifluoromethyl)silane (Me 3 SiCF 3 )3 (Difluoromethyl)trimethylsilane (Me 3 SiCF 2 H)3.1 Nucleophilic Addition3.2 Nucleophilic Substitution3.3 Nucleophilic Difluoromethylation of Electron-Deficient Hetero-cycles3.4 Metal-Mediated Cross Coupling3.5 Oxidative Coupling of Terminal Alkynes4 Post-functionalizable Difluoromethyl Transfer Reagents4.1 (Chlorodifluoromethyl)trimethylsilane (Me 3 SiCF 2 Cl)4.2 (Bromodifluoromethyl)trimethylsilane (Me 3 SiCF 2 Br)4.3 [Difluoro(iodo)methyl]trimethylsilane (Me 3 SiCF 2 I)4.4 [Difluoro(phenylthio)methyl]trimethylsilane (Me 3 SiCF 2 SPh)4.5 [Difluoro(phenylsulfonyl)methyl]trimethylsilane (Me 3 SiCF 2 SO 2 Ph)4.6 Diethyl [Difluoro(trimethylsilyl)methyl]phosphonate [Me 3 SiCF 2 P(O)(OEt) 2 ]4.7 Ethyl Difluoro(trimethylsilyl)acetate (Me 3 SiCF 2 CO 2 Et)4.8 Difluoro(trimethylsilyl)acetamides (Me 3 SiCF 2 CONR 2 )4.9 Difluoro(trimethylsilyl)acetonitrile (Me 3 SiCF 2 CN)5 Others6 Conclusions]]>