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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:


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

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

  • the structurally related isoindene with nitrogen replaced by a methylene group.

References

  1. ^ Heterocyclic chemistry T.L. Gilchrist ISBN 0852014220
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Isoindole". A list of authors is available in Wikipedia.
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