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Issue 19, 2018
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Palladium-catalyzed denitrogenative cycloadditions and alkenylations of benzotriazoles with alkynes

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Abstract

The palladium-catalyzed denitrogenative formal [2 + 2 + 1]- and [2 + 2 + 2]-cycloadditions of benzotriazoles with internal alkynes have been achieved under different reaction conditions, which enable the efficient access of highly substituted 5,6-spiro bicycles and naphthalenes, respectively. In addition, the palladium-catalyzed denitrogenative alkenylations of benzotriazoles with terminal alkynes are also reported, which offers an efficient method to access ortho-amino styrenes. The present work shows that benzotriazoles could serve as capable precursors for the divergent syntheses of various valuable scaffolds.

Graphical abstract: Palladium-catalyzed denitrogenative cycloadditions and alkenylations of benzotriazoles with alkynes

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Publication details

The article was received on 27 Jul 2018, accepted on 24 Aug 2018 and first published on 24 Aug 2018


Article type: Research Article
DOI: 10.1039/C8QO00778K
Org. Chem. Front., 2018,5, 2815-2819

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    Palladium-catalyzed denitrogenative cycloadditions and alkenylations of benzotriazoles with alkynes

    Y. Wang, Z. Wang, X. Chen and Y. Tang, Org. Chem. Front., 2018, 5, 2815
    DOI: 10.1039/C8QO00778K

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