Divergent Functionalization of Indoles with Acryloyl Silanes via Rhodium-Catalyzed C-H Activation

作者：Lu Ping; Feng Chao^*; Loh Teck Peng

来源：Organic Letters, 2015, 17(13): 3210-3213.

DOI：10.1021/acs.orglett.5b01258

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 funttionalities as well as high reaction efficiency. Furthermore, polycyclic indole derivatives were easily accessed from 2-alkenylation products through a visible-light-induced reaction cascade.

• 出版日期2015-7-3
• 单位中国科学技术大学