Palladium/Copper-Cocatalyzed Arylsilylation of Internal Alkynes with Acyl Fluorides and Silylboranes: Synthesis of Tetrasubstituted Alkenylsilanes by Three-Component Coupling Reaction

In this Letter, the palladium/copper-cocatalyzed arylsilylation of internal alkynes with acyl fluorides and silylboranes is described. This is the first example in which acyl fluorides have been utilized for the three-component coupling reaction via decarbonylation, yielding a variety of tetrasubstituted alkenylsilanes in moderate to good yields.

Automated summary

This Letter describes a palladium/copper-cocatalyzed arylsilylation of internal alkynes with acyl fluorides and silylboranes, resulting in tetrasubstituted alkenylsilanes in moderate to good yields. It is the first example of utilizing acyl fluorides for a three-component coupling reaction via decarbonylation.