Do oxazoliks undergo Diels-Alder reactions with heterodienophiles?

Alfred Hassner, Bilha Fischer

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

5-Alkoxy and 2-alkoxyoxazoles were shown to react with NN, CN or CO dienophiles to form products that in most cases can be explained to result from a Diels-Alder addition, or by nucleophilic attack of the oxazole on the dienophile, followed by rearrangement. The products are triazolines, imidazolines or oxazolines respectively. Relative reactivitles were established and mechanistic pathways discussed.

Original languageEnglish
Pages (from-to)3535-3546
Number of pages12
JournalTetrahedron
Volume45
Issue number11
DOIs
StatePublished - 1989

Bibliographical note

Funding Information:
Acknowledgement: We are grateful to NHR spectra. This research was supported Binational Science Foundation.

Funding

Acknowledgement: We are grateful to NHR spectra. This research was supported Binational Science Foundation.

FundersFunder number
United States-Israel Binational Science Foundation

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