Issue 18, 1992

Photolysis of 3,4-diamidophenyl azides: evidence for azirine intermediates

Abstract

Photolysis of the monocyclic aryl azide 3-acetamido-4-trifluoroacetamidophenyl azide, 1a, furnished a long-lived, trapable azirine intermediate, 7, which was in equilibrium with the initially formed nitrene and subsequently rearranged to the didehydroazepine intermediate 5; the data presented demonstrate that mono- and bi-cyclic aryl azides follow the same chemistry, with the substituents controlling the observed product distributions.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1359-1361

Photolysis of 3,4-diamidophenyl azides: evidence for azirine intermediates

C. G. Younger and R. A. Bell, J. Chem. Soc., Chem. Commun., 1992, 1359 DOI: 10.1039/C39920001359

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