Issue 7, 2021

Convenient synthesis of spiroindolenines from tryptamine-derived isocyanides and organic azides by cobalt catalysis in pure water

Abstract

A Co-catalyzed coupling of 3-(2-isocyanoethyl)indoles with organic azides in pure water for accessing spiroindolenine derivatives was developed. This strategy features mild reaction conditions, high atom-economy, excellent yields, wide substrate scopes, and broad functional group tolerance. The products were obtained simply by sequential operation involving extraction, concentration, precipitation, and filtration, without tedious column chromatography. More importantly, the aqueous catalytic system could be recycled at least ten times without reducing the catalytic activity. The strategy provides a green and efficient method for the construction of spiroindolenine derivatives.

Graphical abstract: Convenient synthesis of spiroindolenines from tryptamine-derived isocyanides and organic azides by cobalt catalysis in pure water

Supplementary files

Article information

Article type
Communication
Submitted
25 janv. 2021
Accepted
11 mars 2021
First published
12 mars 2021

Green Chem., 2021,23, 2619-2623

Convenient synthesis of spiroindolenines from tryptamine-derived isocyanides and organic azides by cobalt catalysis in pure water

S. Jiang, W. Cao, H. Li, X. Xu and S. Ji, Green Chem., 2021, 23, 2619 DOI: 10.1039/D1GC00270H

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