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1,4-Dithiafulvene aus der Umsetzung von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen mit Acetylenderivaten

Jenny, Christjohannes; Heimgartner, Heinz (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.

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.

Additional indexing

Other titles:1,4-Dithiafulvenes, Products of the Reaction of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones and Acetylenic Compounds
Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Life Sciences > Biochemistry
Life Sciences > Drug Discovery
Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry
Uncontrolled Keywords:Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis
Language:German
Date:1986
Deposited On:04 Jun 2014 08:07
Last Modified:11 Mar 2025 02:38
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, F. Hoffmann-La Roche & Co. AG, Basel, Stipendienfonds der Schweizerischen Chemischen Industrie
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/hlca.19860690223
Project Information:
  • Funder: SNSF
  • Grant ID:
  • Project Title: Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung
  • Funder:
  • Grant ID:
  • Project Title: F. Hoffmann-La Roche & Co. AG, Basel
  • Funder:
  • Grant ID:
  • Project Title: Stipendienfonds der Schweizerischen Chemischen Industrie

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