Issue 2, 2016

Rhenium and base co-catalyzed [3 + 2] annulations of N–H ketimines and alkynes to access unprotected tertiary indenamines through C–H bond activation

Abstract

Herein, a rhenium-catalyzed [3 + 2] carbocyclization of N–H ketimines and alkynes through C–H bond activation to afford unprotected tertiary indenamines is described. Notably, the catalytic use of a cheap base, sodium carbonate, was demonstrated to be crucial to the success of this reaction. The protocol is also highlighted by a high atom-economy, a broad substrate scope, and excellent regioselectivity for unsymmetrical alkynes.

Graphical abstract: Rhenium and base co-catalyzed [3 + 2] annulations of N–H ketimines and alkynes to access unprotected tertiary indenamines through C–H bond activation

Supplementary files

Article information

Article type
Research Article
Submitted
30 Dit 2015
Accepted
17 Kax 2015
First published
24 Kax 2015

Org. Chem. Front., 2016,3, 268-272

Rhenium and base co-catalyzed [3 + 2] annulations of N–H ketimines and alkynes to access unprotected tertiary indenamines through C–H bond activation

X. Jin, X. Yang, Y. Yang and C. Wang, Org. Chem. Front., 2016, 3, 268 DOI: 10.1039/C5QO00336A

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