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1,3-Dipolar Cycloaddition Reactions of o-Benzoquinones: an Overview

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The dipolar cycloaddition reactions of o-benzoquinones exhibiting different reactivity profiles with different dipoles are described. With diazomethane, the corresponding indazole is formed by the addition to C=C bond, while with mesoionic compounds, novel heterocyclic compounds are obtained. Depending on the nature of the substituents on the substrates, benzonitrile oxides add to both C=C and C=O of o-quinones. Carbonyl ylides afforded highly oxygenated spirocyclic compounds.

Affiliations: 1: Organic Chemistry Division, Regional Research Laboratory (CSIR), Trivandrum - 695 019, INDIA


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