4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 32, Pages 3963-3966

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc00881g

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Funding

  1. National Natural Science Foundation of China [21572225, 21772194]

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A Bronsted 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 Bronsted acid shows distinct chemoselectivity from the corresponding gold-catalyzed cycloadditions.

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