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

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 switch...

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Veröffentlicht in:Organic letters 2017-06, Vol.19 (11), p.2869-2872
Hauptverfasser: Song, Shengjin, Lu, Ping, Liu, Huan, Cai, Sai-Hu, Feng, Chao, Loh, Teck-Peng
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01107