Volume 25, Issue 19
Heterocyclic Compounds
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ChemInform Abstract: Multi-Step Redox Systems. Part 61. Synthesis of 1,4-Bis(2-methyl- indolizin-1-yl-methyl)-benzene and Related Model Compounds.

S. HUENIG

S. HUENIG

Zent. Sel. Org. Synth., D-12489 Berlin, Germany

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H. SONNENSCHEIN

H. SONNENSCHEIN

Zent. Sel. Org. Synth., D-12489 Berlin, Germany

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First published: May 10, 1994

Abstract

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ChemInform Abstract

The title compound (IX) is synthesized via its 3,3′-bis-(acetyl) derivative (VIII) by ring closure reaction of the precursor (VI) in refluxing acetic anhydride. This route is first tested by the synthesis of the benzyl indolizine (XII). The latter can be oxidatively dimerized to the 3,3′-bis(indolizine) (XIII) which forms a perfectly reversible two step redox system with KSEM = 4.7×105.

chemical structure image

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