A Simple Synthesis of Angular Anthrathiophenediones via Acetylenic Derivatives of Anthraquinone

Irena D. Ivanchikova; Nadezhda I. Lebedeva; Mark S. Shvartsberg

doi:10.1055/s-2004-829187

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Synthesis 2004(13): 2131-2134
DOI: 10.1055/s-2004-829187

PAPER

A Simple Synthesis of Angular Anthrathiophenediones via Acetylenic Derivatives of Anthraquinone

Irena D. Ivanchikova, Nadezhda I. Lebedeva, Mark S. Shvartsberg*
Institute of Chemical Kinetics and Combustion, Siberian Branch of Russian Academy of Sciences, Novosibirsk 630090, Russia
Fax: +7(383)2342350; e-Mail: shvarts@kinetics.nsc.ru;

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Publication History

Received 24 February 2004
Publication Date:
30 July 2004 (online)

Abstract
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Abstract

Condensation of 2-alkynyl-1-chloro- and 1-alkynyl-2-chloroanthraquinones with Na₂S under mild conditions afforded anthra[1,2-b]thiophene-6,11-diones and anthra[2,1-b]thiophene-6,11-diones, respectively. A variety of angular anthrathiophenediones was synthesized by this method. The acetylenic precursors were prepared by a modified procedure of the Sonogashira reaction.

Key words

quinones - alkynes - cross-coupling - ring closure - sulfur

References

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