Publication: 1,4-Dithiafulvene aus der Umsetzung von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen mit Acetylenderivaten
1,4-Dithiafulvene aus der Umsetzung von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen mit Acetylenderivaten
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Jenny, C., & Heimgartner, H. (1986). 1,4-Dithiafulvene aus der Umsetzung von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen mit Acetylenderivaten. Helvetica Chimica Acta, 69(2), 419–429. https://doi.org/10.1002/hlca.19860690223
Abstract
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Abstract
On heating in toluene, 4,4-disubstituted 1,3-thiazol-5(4H)-thiones 1 and acetylenecarboxylates or acetylenecarbonitriles 2 undergo a cyclosubstitution reaction to yield 2-methylidene-1,3-dithiol derivatives 3 (1,4-dithiafulvenes) and a nitrile. Further heating of 3a and 3b in the presence of excess 2a leads to the isomeric 2,3-dihydrothiophene-2-thiones 4a and 4b, respectively. The benzodithiafulvene 14 has been formed in a similar reaction from 1a and in situ generated benzyne.
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- Jenny, Christjohannes
- Heimgartner, Heinz
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Jenny, C., & Heimgartner, H. (1986). 1,4-Dithiafulvene aus der Umsetzung von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen mit Acetylenderivaten. Helvetica Chimica Acta, 69(2), 419–429. https://doi.org/10.1002/hlca.19860690223
