Jump to main content
Jump to site search

Issue 3, 2020
Previous Article Next Article

Synthesis of substituted benzo[b][1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones

Author affiliations

Abstract

We have developed a novel synthetic method accessing benzo[b][1,4]oxazepines that are one of the rare classes of benzoxazepine derivatives by reaction of 2-aminophenols with alkynones in 1,4-dioxane at 100 °C. A series of benzo[b][1,4]oxazepine derivatives can be prepared by using this synthetic protocol. Mechanistic experiments indicated that the hydroxy proton of the aminophenol could play a crucial role in the formation of an alkynylketimine intermediate that undergoes 7-endo-dig cyclization.

Graphical abstract: Synthesis of substituted benzo[b][1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones

Back to tab navigation

Supplementary files

Article information


Submitted
13 Nov 2019
Accepted
17 Dec 2019
First published
18 Dec 2019

Org. Biomol. Chem., 2020,18, 415-419
Article type
Communication

Synthesis of substituted benzo[b][1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones

K. Oshimoto, B. Zhou, H. Tsuji and M. Kawatsura, Org. Biomol. Chem., 2020, 18, 415
DOI: 10.1039/C9OB02450F

Social activity

Search articles by author

Spotlight

Advertisements