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Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes.

Shengjin SongPing LuHuan LiuSai-Hu CaiChao FengTeck Peng Loh
Published in: Organic letters (2017)
A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.
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