Issue 49, 2017

Copper-catalyzed construction of eight-membered rings via oxidative ring expansion and intermolecular cyclization sequencing of indoles with amidines: efficient synthesis of benzo[1,3,5]triazocin-6(5H)-ones

Abstract

Novel and efficient synthesis of eight-membered nitrogen heterocycles in one pot by copper-catalyzed oxidative ring expansion and intermolecular cyclization sequencing of indoles with amidines has been described. This protocol features easily available substrates and high step-economy. More importantly, dioxygen as the most ideal oxidant was employed under mild reaction conditions. A variety of valuable benzo[1,3,5]triazocin-6(5H)-one derivatives bearing functional groups were assembled in middle to good yields.

Graphical abstract: Copper-catalyzed construction of eight-membered rings via oxidative ring expansion and intermolecular cyclization sequencing of indoles with amidines: efficient synthesis of benzo[1,3,5]triazocin-6(5H)-ones

Supplementary files

Article information

Article type
Communication
Submitted
12 Apr. 2017
Accepted
25 Maijs 2017
First published
25 Maijs 2017

Chem. Commun., 2017,53, 6601-6604

Copper-catalyzed construction of eight-membered rings via oxidative ring expansion and intermolecular cyclization sequencing of indoles with amidines: efficient synthesis of benzo[1,3,5]triazocin-6(5H)-ones

W. Cao, X. Chu, Y. Zhou, L. Yin, X. Xu and S. Ji, Chem. Commun., 2017, 53, 6601 DOI: 10.1039/C7CC02815F

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