Volume 31, Issue 51
Heterocyclic Compounds
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ChemInform Abstract: Reaction of Pyrrole Anions with Carbon Disulfide. Synthesis of Pyrrole-3-carbodithioates.

Boris A. Trofimov

Boris A. Trofimov

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Lubov' N. Sobenina

Lubov' N. Sobenina

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Al'bina I. Mikhaleva

Al'bina I. Mikhaleva

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Andrey P. Demenev

Andrey P. Demenev

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Ol'ga A. Tarasova

Ol'ga A. Tarasova

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Igor' A. Ushakov

Igor' A. Ushakov

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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Sergey V. Zinchenko

Sergey V. Zinchenko

Irkutsk Inst. Chem., Sib. Branch, Russ. Acad. Sci., Irkutsk 664033, Russia

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First published: 31 May 2010

Abstract

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ChemInform Abstract

Treatment of 2,5-disubstituted pyrroles (I) with carbon disulfide and KOH/DMSO followed by ethyl iodide affords a direct synthesis of 3-pyrrole-carbodithioates (IV). 2-Methyl-, 2,3-dimethyl- and 2,4-dialkylpyrroles (V) give exclusively 2-carbodithioates (V) under the same conditions. The results are in complete contrast to unsubstituted pyrrole which selectively form the 1-carbodithioates.

chemical structure image

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