Rhodium-Catalyzed Successive C-H Bond Functionalizations To Synthesize Complex Indenols Bearing a Benzofuran Unit.

Org Lett

The Education Ministry Key Lab of Resource Chemistry, Shanghai Key Laboratory of Rare Earth Functional Materials, Joint Laboratory of International Cooperation of Resource Chemistry of Ministry of Education , Shanghai Normal University, Shanghai 200234 , China.

Published: December 2019

An efficient rhodium-catalyzed redox-neutral annulations of -phenoxyacetamides and ynones via successive double C-H bond activations has been developed. A series of novel and complex indenols bearing a benzofuran unit were generated with moderate to excellent regioselecetivities under mild conditions. Adding -ethylcyclohexanamine (CyNHEt) could restrict the formation of the mono C-H bond activation byproduct, which is not the intermediate of the reaction demonstrated via the mechanistic investigations.

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http://dx.doi.org/10.1021/acs.orglett.9b03766DOI Listing

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