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Isoindole

Introduction

Isoindole
Isoindole

Isoindole in heterocyclic chemistry is a benzo fused pyrrole.[1] The compound is an isomer of indole and its reduced form is an isoindoline.

In solution the non-aromatic tautomer is predominant:

Isoindole tautomerism


and therefore the compound resembles a pyrrole more than a simple imine. Isoindoles are building blocks for phthalocyanines which are relevant as dyes

Isoindole-1,3-diones

Isoindole-1,3-diones

The commercially important phthalimide is an isoindole-1,3-dione with two carbonyl groups attached to the heterocyclic ring. Thalidomide is an infamous drug based on this framework.

See also

See also

References

References

  1. ↑ Heterocyclic chemistry T.L. Gilchrist ISBN 0852014220

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