Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 18, Issue 3, Pages 415-419Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob02450f
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Funding
- Japan Society for the Promotion of Science [17K05794]
- Grants-in-Aid for Scientific Research [17K05794] Funding Source: KAKEN
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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 degrees 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.
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