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Defluorinative C(sp3)−P Bond Construction for the Synthesis of Phosphorylation gem‐Difluoroalkenes under Catalyst‐ and Oxidant‐Free Conditions
Authors:Congyu Li  Jing‐Mei Yuan  Wenqiang Chen  Yimiao He  Jun Huang  Yanmin Huang  Qi Xiao  Jiarong Sheng  Chusheng Huang
Abstract:Defluorinative C(sp3)?P bond formation of α‐trifluoromethyl alkenes with phosphine oxides or phosphonates have been achieved under catalyst‐ and oxidant‐free conditions, giving phosphorylation gem‐difluoroalkenes as products. α‐Trifluoromethyl alkenes bearing various of aryl substituents such as halogen, cyano, ester and heterocyclic groups are available in this transformation. The results of control experiments demonstrated that the mechanism of dehydrogenative/defluorinative cross‐coupling reactions was not a radical route, but might be an SN2′ process involving phosphine oxide anion.
Keywords:C(sp3)−  P bond  gem-difluoroalkenes  phosphorylation  SN2′   process  α  -trifluoromethyl alkenes
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