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Issue 81, 2017
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Palladium-catalyzed oxidative arylacetoxylation of alkenes: synthesis of indole and indoline derivatives

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Abstract

A method for the oxidative arylacetoxylation of alkenes has been developed to synthesize indole and indoline derivatives from readily accessible substrates. The cinnamyl tethered anilines with picolinamide as a directing group provided 3-substituted indoles via intramolecular oxidative arylacetoxylation, and the 2-methyl substituted cinnamyl anilines furnished indoline derivatives with 3-position quaternary stereocenters in good to excellent yields via sequential intramolecular oxidative arylacetoxylation, hydrolysis and oxidation steps.

Graphical abstract: Palladium-catalyzed oxidative arylacetoxylation of alkenes: synthesis of indole and indoline derivatives

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Publication details

The article was received on 17 Aug 2017, accepted on 21 Sep 2017 and first published on 21 Sep 2017


Article type: Communication
DOI: 10.1039/C7CC06448A
Citation: Chem. Commun., 2017,53, 11205-11208
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    Palladium-catalyzed oxidative arylacetoxylation of alkenes: synthesis of indole and indoline derivatives

    S. Karnakanti, Z. Zang, S. Zhao, P. Shao, P. Hu and Y. He, Chem. Commun., 2017, 53, 11205
    DOI: 10.1039/C7CC06448A

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