Copper Catalyzed Protosilylation/Protoborylation of <i>gem</i>‐Difluoroallenes
Cui‐Cui Shan, Kai‐Yang Dai, Meng Zhao, Yun‐He Xu
Abstract
Abstract We have developed a protocol for protoborylation and protosilylation of gem ‐difluoroallenes to afford gem ‐difluoroallyl‐boronates and gem ‐difluoroallylsilanes. It is different from non‐fluorine allenes in which nucleophiles are added to γ ‐position of gem ‐difluoroallenes to afford β , γ ‐addition products. Not only monosubstituted gem ‐difluoroallenes but also disubstituted gem ‐difluoroallenes could react well with silaboronate (PhMe 2 Si−Bpin) and bis(pinacolato)diboron (B 2 pin 2 ). The protocol is simple and efficient to construct compounds which contain tertiary/secondary gem ‐difluoroallylboronates and gem ‐difluoroallylsilanes. Moreover, diverse organofluorine compounds can be converted from these organoboronates and silanes.