Issue 32, 2018

Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water: access to oxygen-bridged tetrahydro-1,4-oxazepines

Abstract

A Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water is described. This process provides atom-economical access to oxygen-bridged tetrahydro-1,4-oxazepines, where the bridged oxygen atom originates from water. The unique property of the Brønsted acid shows distinct chemoselectivity from the corresponding gold-catalyzed cycloadditions.

Graphical abstract: Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water: access to oxygen-bridged tetrahydro-1,4-oxazepines

Supplementary files

Article information

Article type
Communication
Submitted
01 Feb 2018
Accepted
16 Mar 2018
First published
16 Mar 2018

Chem. Commun., 2018,54, 3963-3966

Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water: access to oxygen-bridged tetrahydro-1,4-oxazepines

Y. Zhao, C. Wang, Y. Hu and B. Wan, Chem. Commun., 2018, 54, 3963 DOI: 10.1039/C8CC00881G

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