Palladium-Catalyzed Intramolecular Arylative Carboxylation of Allenes with CO₂ for the Construction of 3-Substituted Indole-2-carboxylic Acids

Yuki Higuchi, Tsuyoshi Mita* and Yoshihiro Sato*

*Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan, Email: tmitapharm.hokudai.ac.jp, biyopharm.hokudai.ac.jp

Y. Higuchi, T. Mita, Y. Sato, Org. Lett., 2017, 19, 2710-2713.

DOI: 10.1021/acs.orglett.7b01055

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Abstract

A Pd-catalyzed arylative carboxylation of allenes proceeded in an intramolecular manner to afford the corresponding β,γ-unsaturated carboxylic acids in high yields in the presence of ZnEt₂ under 1 atm of CO₂. The obtained products could be efficiently converted into 3-substituted indole-2-carboxylate derivatives.

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derivatization of carboxylated compound 2a into 3-substituted indole-2-carboxylates and 3-oxindole-2-carboxylate

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Key Words

indolines

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ID: J54-Y2017