Volume 22, Issue 39
Heterocyclic Compounds
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ChemInform Abstract: Synthesis and Properties of New π-Donor Sulfur Heterocycles.

T. K. HANSEN

T. K. HANSEN

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-0336, USA

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M. V. LAKSHMIKANTHAM

M. V. LAKSHMIKANTHAM

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-0336, USA

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M. P. CAVA

M. P. CAVA

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-0336, USA

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R. M. METZGER

R. M. METZGER

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-0336, USA

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J. BECHER

J. BECHER

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-0336, USA

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First published: October 1, 1991

Abstract

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ChemInform Abstract

Reaction of the thione (I) with methyl triflate (II) followed by boranate reduction yields the trithioorthoformate (III) which is successively coupled with triphenylphosphine (IV) and glyoxal (VII), forming the aldehyde (VIII). This reacts with the phosphonium salt (IX) or the phosphonate (XIII) to give the ethanediylidene-2,2′-bis(1,3- dithioles) (X) and (XIV) respectively. Decarbomethoxylation of (X) by means of lithium bromide in HMPA produces the parent compound (XI).

chemical structure image

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