Issue 16, 1974

Photorearrangement of isochromens into indene epoxides

Abstract

Irradiation of 3,4-disubstituted isochromens in methanol give indene epoxides which produce ring-opened hydroxy-ethers on further irradiation; the mechanism involves opening of the isochromen ring to an o-quinonoidal intermediate which undergoes a subsequent intramolecular 4 + 2 cycloaddition reaction.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1974, 675-676

Photorearrangement of isochromens into indene epoxides

A. Padwa, A. Au and W. Owens, J. Chem. Soc., Chem. Commun., 1974, 675 DOI: 10.1039/C39740000675

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