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Issue 55, 2017
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Temperature switchable Brønsted acid-promoted selective syntheses of spiro-indolenines and quinolines

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Abstract

A high-yielding, temperature switchable divergent approach towards the synthesis of either spiro-indolenines or quinolines is described, starting from easily available indolyl ynones. The application of TFA at rt promotes the dearomatization of the indole, resulting in the formation of the spiro-indolenine, while at higher temperature, rearrangement results in the formation of the quinoline.

Graphical abstract: Temperature switchable Brønsted acid-promoted selective syntheses of spiro-indolenines and quinolines

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Publication details

The article was received on 04 Apr 2017, accepted on 26 Apr 2017 and first published on 26 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC02580G
Citation: Chem. Commun., 2017,53, 7732-7735
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    Temperature switchable Brønsted acid-promoted selective syntheses of spiro-indolenines and quinolines

    P. Fedoseev and E. Van der Eycken, Chem. Commun., 2017, 53, 7732
    DOI: 10.1039/C7CC02580G

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