1,3-Dipolar cycloaddition reactions involving captodative olefins

Rogelio Jiménez, Lucelia Pérez, Joaquín Tamariz, Hector Salgado

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

A series of arylnitrile oxides (6a-e) were reacted with captodative olefins (4) to yield 5-acetyl-3-arylisoxazoles. No intermediate isoxazolines were formed, the olefins thus behaved as acetylene equivalents. A plausible explanation for the observed regioselectivity in the process is offered as well.

Original languageEnglish
Pages (from-to)591-598
Number of pages8
JournalHeterocycles
Volume35
Issue number2
DOIs
StatePublished - 1 May 1993

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