Divergent Functionalization of Indoles with Acryloyl
Silanes via Rhodium-Catalyzed C–H Activation
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Abstract
A protocol enabled
by rhodium-catalyzed C–H functionalization
of indoles with acryloyl silanes was developed, providing a convenient
and highly effective method for the synthesis of functionalized acylsilane
derivatives. By tuning the reaction condition, this C–H-activation-initiated
reaction proceeds divergently with acryloyl silianes to selectively
afford alkylation or alkenylation products via hydroarylation or oxidative
cross-coupling, respectively. The mild reaction conditions employed
in both cases enable the tolerance of a wide scope of functionalities
as well as high reaction efficiency. Furthermore, polycyclic indole
derivatives were easily accessed from 2-alkenylation products through
a visible-light-induced reaction cascade