Synthesis Of Monofluoroallenes

Allene is a cumulative system with two continuous C = C,which is widely used in the synthesis of pesticides,drugs and materials.For a long time,diene has been considered as a highly unstable unsaturated organic compound.For this reason,the synthesis and application of dienes have been greatly hindered.With the continuous development of metal organic chemistry,the synthesis of dienes catalyzed by transition metals has become the focus of attention.Organic fluorine-containing compounds play an important role in people’s production and life because of their unique physical and chemical properties.At present,the synthesis of alkyl fluorine,alkenyl fluorine,aryl fluorine and acyl fluorine compounds has been widely studied in organic fluorine chemistry,but the synthesis of alkenyl fluorine compounds is rarely heard.Therefore,starting from nickel and copper catalysis,taking allyl difluorocarbons,acyl difluoroalkylenes and arylborates as reaction modules,C-C bonds were constructed through C-F bond activation,and novel monofluoroallenes were efficiently synthesized.This paper mainly discusses and studies from the following two aspects.1.Under the catalysis of a catalytic amount of Ni,the allyl difluoride compound undergoes an intramolecular reductive coupling reaction,which expands the method for synthesizing monofluoroalkenes from olefins.The reaction system has the advantages of mild reaction conditions,high yield,and good functional group compatibility.2.Under the catalysis of a catalytic amount of Cu,the defluorination coupling reaction of the aryl boronate ester and the tetra-substituted geminal difluoroalkenes was carried out to obtain the aryl-containing tetra-substituted monofluoroalkenes.The reaction system has mild reaction conditions,uses an inexpensive copper catalyst,has high yield and good functional group compatibility.