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Issue 20, 2019
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The aryne Sommelet–Hauser rearrangement

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An aryne induced transition-metal-free and mild Sommelet–Hauser rearrangement of tertiary benzylamines for the synthesis of α-aryl amino acid derivatives in moderate to good yields is presented. Unlike the conventional Sommelet–Hauser rearrangement of ammonium salts, the methodology developed herein requires neither harsh conditions nor strong bases. Moreover, a temperature dependent switchable selectivity for the Sommelet–Hauser and Stevens [1,2] rearrangements has been observed.

Graphical abstract: The aryne Sommelet–Hauser rearrangement

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The article was received on 23 Jan 2019, accepted on 11 Feb 2019 and first published on 12 Feb 2019

Article type: Communication
DOI: 10.1039/C9CC00629J
Citation: Chem. Commun., 2019,55, 3004-3007

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    The aryne Sommelet–Hauser rearrangement

    T. Roy, R. N. Gaykar, S. Bhattacharjee and A. T. Biju, Chem. Commun., 2019, 55, 3004
    DOI: 10.1039/C9CC00629J

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