Issue 4, 1994

Medium- and large-ring heterocyclic systems by intramolecular nitrile imine cycloadditions

Abstract

A series of hydrazonyl chlorides bearing an alkenyl chain have been synthesised and treated with silver carbonate. The propensity of the so-formed nitrite Imine intermediates to undergo intramolecular cycloaddition is markedly dependent on the length and the flexibility of the chain. The latter also affected the regio- and the stereo-chemistry of the Intramolecular process. In certain circumstances, tandem intermolecular–Intramolecular cycloadditions took place, to produce largering heterophanes.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 433-438

Medium- and large-ring heterocyclic systems by intramolecular nitrile imine cycloadditions

G. Broggini, L. Bruché, L. Garanti and G. Zecchi, J. Chem. Soc., Perkin Trans. 1, 1994, 433 DOI: 10.1039/P19940000433

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