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Tribromoisocyanuric acid as a useful oxidant for the synthesis of 1,3-diynes via Glaser coupling

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Abstract

A simple method has been developed for homocoupling of terminal alkynes bearing different functional groups by reaction with CuI/tribromoisocyanuric acid/piperidine in acetonitrile at room temperature. A telescoped approach based on Hunsdiecker/Cadiot–Chodkiewicz reactions for C(sp)-C(sp) cross-coupling was also presented.

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Acknowledgements

We thank CNPq and CAPES for financial support.

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Authors and Affiliations

  1. Departamento de Química Orgânica, Instituto de Química, Universidade Federal Do Rio de Janeiro, Rio de Janeiro, CEP 21941-590, Brazil

    Vitor S. C. de Andrade & Marcio C. S. de Mattos

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  1. Vitor S. C. de Andrade
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  2. Marcio C. S. de Mattos
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Correspondence to Marcio C. S. de Mattos.

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de Andrade, V.S.C., de Mattos, M.C.S. Tribromoisocyanuric acid as a useful oxidant for the synthesis of 1,3-diynes via Glaser coupling. Monatsh Chem 151, 1403–1408 (2020). https://doi.org/10.1007/s00706-020-02673-8

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  • DOI: https://doi.org/10.1007/s00706-020-02673-8

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