Organic Letters
Organic Letters
5 years ago

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

Switchable C–H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes
Chao Feng, Shengjin Song, Ping Lu, Teck-Peng Loh, Huan Liu, Sai-Hu Cai
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01107

DOI: 10.1021/acs.orglett.7b01107

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