1,3-Dipolar Cycloaddition Reactions Involving Captodative Olefins

H残tor Salgado, Rogelio Jim始ez, Lucelia P屍ez, Jaoqu地 Tamariz, Héctor Salgado‐Zamora

Heterocycles · 1993 · 28 citations · 0 references

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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