Hiyama cross-coupling of chloro-, fluoro-, and methoxypyridyltrimethylsilanes: room-temperature novel access to functional bi(het)aryl.

The incorporation of chloro, fluoro, or methoxy substituents on the pyridine ring of pyridyltrimethylsilanes allowed us to perform efficient Hiyama cross-coupling with various (het)aryl halides. The reactions proceeded smoothly at room temperature leading to the corresponding functional bis(het)aryl in fair to excellent yields. The presence of pyridine nitrogen alpha to the trimethylsilyl group was requisite to achieve the cross-coupling. [Reaction: see text]