[8+3]-cycloaddition of tropones with azaoxyallyl cations

Title[8+3]-cycloaddition of tropones with azaoxyallyl cations
Publication TypeJournal Article
Year of Publication2019
AuthorsRoy, T, Jacob, A, Bhattacharjee, S, Biju, AT
JournalChemistry-An Asian Journal
Volume14
Issue24
Pagination4748-4753
Date PublishedDEC
Type of ArticleArticle
ISSN1861-4728
Keywords1, 4-oxazinones, azaoxyallyl cations, heterocycles, tropones, [8+3] cycloaddition
Abstract

Although azaoxyallyl cations are widely used as 1,3-dipoles for various cycloaddition reactions leading to nitrogen-containing heterocycles, their application in higher-order cycloaddition reaction remains scarce. Herein, we present the [8+3]-cycloaddition reaction of tropones with in situ generated azaoxyallyl cations allowing the one-step construction of cycloheptatriene-fused 1,4-oxazinones in moderate to good yields. This base-promoted new carbon-oxygen and carbon-nitrogen bond-forming reaction takes place under mild conditions in the absence of transition metal catalysts.

DOI10.1002/asia.201901198
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.698

Divison category: 
Organic Chemistry

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