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Ring expansion reactions of 1,3-dithiolans and 1,3-dithians. A new synthesis of dihydro-1,4-dithiins and dihydro-1,4-dithiepins

✍ Scribed by Cosme G. Francisco; Raimundo Freire; Rosendo Hernández; José A. Salazar; Ernesto Suárez

Book ID
104241279
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
209 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

A mild and convenient method for ring expansion of 1,3-dithiolans and 1,3-dithians to dihydro-1,4-dithiins and dihydro-1,4-dithiepins, respectively, using phenyl selenenyl chloride in methylene chloride is described.

A mechanism involving sulphenyl chloride derivatives as intermediates is proposed.

📜 SIMILAR VOLUMES

Ab initio molecular orbital study of ene
Ab initio molecular orbital study of energies and conformers of 3,4-dihydro-1,2-dithiin, 3,6-dihydro-1,2-dithiin, 4H-1,3-dithiin, and 2,3-dihydro-1,4-dithiin
✍ Freeman, Fillmore; Lee, Choonsun; Po, Henry N.; Hehre, Warren J. 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 228 KB 👁 2 views

Optimized geometries and energies for 3,4-dihydro-1,2-dithiin Ž . Ž . Ž . Ž . 1 , 3,6-dihydro-1,2-dithiin 2 , 4H-1,3-dithiin 3 , and 2,3-dihydro-1,4-dithiin 4 were calculated using ab initio 6-31G U and MP2r6-31G U rr6-31G U methods. At the MP2r6-31G U rr6-31G U level, the half-chair conformer of 4

THE SYNTHESIS OF 4,7-DIHYDRO-1,3-DITHIEP
THE SYNTHESIS OF 4,7-DIHYDRO-1,3-DITHIEPIN
✍ Harpp, David N.; Steliou, Kosta; Friedlander, Barry T. 📂 Article 📅 1978 🏛 Taylor and Francis Group 🌐 English ⚖ 181 KB
A new synthesis of dihydro-1,4-dithiins
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✍ C.H. Chen 📂 Article 📅 1976 🏛 Elsevier Science 🌐 French ⚖ 199 KB

Surveying the literature, one finds that very few examples of monosulfoxides of 1,3\_ditbiolanes are known and that their chemistry is little explored.