Issue 19, 2018

Palladium-catalyzed denitrogenative cycloadditions and alkenylations of benzotriazoles with alkynes

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

Supplementary files

Article information

Article type
Research Article
Submitted
27 jul. 2018
Accepted
24 ago. 2018
First published
24 ago. 2018

Org. Chem. Front., 2018,5, 2815-2819

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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