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A Facile Synthesis of 3-Substituted Methyl 4,6-Dihydrothieno[3,4-b]thiophene-2-carboxylate 5,5-Dioxides as Precursors of o -Dimethylene Thiophene

✍ Scribed by Tso, Hsi-Hwa; Tsay, Hongru; Li, Jo-Hwa

Book ID
126870819
Publisher
Taylor and Francis Group
Year
1995
Tongue
English
Weight
246 KB
Volume
25
Category
Article
ISSN
0039-7911

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The generation of 2,3-dihydro-2,3-bis-(methylene)thiophenes from 4,6-dihydrothieno[3,4-b]thiophene 5,5-dioxides
✍ A.P.A. Crew; G. Jenkins; R.C. Storr; M. Yelland πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 French βš– 219 KB

On heating in sulpholane 4,6-dihydrothieno[3,4-blthiophene 5,5-dioxides give 2,3dihydro-2,3-bis(methylene)thiophenes which can be intercepted in Diels-Alder reactions. Sulphur dioxide is a very efficient trap for these thiophene xylylenes giving the cyclic sulphones by cheletropic addition.