Free-Radical-Promoted Site-Selective C–H Silylation of Arenes by Using Hydrosilanes

Xu, Zhengbao; Chai, Li; Liu, Zhong-Quan

Free-Radical-Promoted Site-Selective C–H Silylation of Arenes by Using Hydrosilanes

2017

Xu, Zhengbao | Chai, Li | Liu, Zhong-Quan

A free-radical-promoted aryl/heteroaryl C–H silylation using hydrosilane was developed. This cross-dehydrogenative silylation enables both electron-rich and electron-poor aromatics to afford the desired arylsilanes in unique selectivity. A “para-selectivity” was observed by examination of over 54 examples. This exceptional orientation is quite different from that in Friedel–Crafts C–H silylation or transition-metal-catalyzed dehydrogenative silylation.

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