Palladium-Catalyzed Three-Component Regioselective Dehydrogenative Coupling of Indoles, 2-Methylbut-2-ene, and Carboxylic Acids.

Org Lett

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, School of Foreign Languages, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, People's Republic of China.

Published: December 2021


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Article Abstract

Five-carbon (C5) structural units are the fundamental building blocks of many natural products. An unprecedented palladium-catalyzed three-component dehydrogenative cascade coupling of indoles, 2-methylbut-2-ene, and carboxylic acids has been developed. The approach enables the straightforward introduction of a C3'-bonded five-carbon structural unit with a tertiary alcohol quaternary carbon center into indoles. The protocol employs 2-methylbut-2-ene as the C5 source and is featured by a broad substrate scope, atom and step economies, and high chemo- and regioselectivies.

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http://dx.doi.org/10.1021/acs.orglett.1c03776DOI Listing

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