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Formation of thienothiophenes in the high temperature reaction of 2-chlorothiophene with compounds containing the c2h5s group

✍ Scribed by N. A. Korchevin; é. N. Sukhomoazova; L. P. Turchaninova; G. G. Efremova; N. A. Kalinina; é. N. Deryagina; M. G. Voronkov

Publisher
Springer US
Year
1988
Tongue
English
Weight
317 KB
Volume
24
Category
Article
ISSN
0009-3122

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✦ Synopsis

The high temperature gas-phase reaction of 2-chlorothiophene with a mixture of diethyl disulfide and diethyl trisulfide constitutes a simple one-step synthesis of a 4:1 mixture of thieno[2,3-b]-and thieno[3,2-b]-thiophenes.

Their total yield depends on the nature of the donor of the ethylthio group.

Thienothiophenes are formed in low yield in the cyclization of aliphatic sulfur compounds and difficultlyavailable thiophenic thiols or sulfides [2,3]. Therefore the search for new synthetic routes to these compounds, especially those based on easily availabe raw material, remains quite timely.

We have shown that in the high-temperature reaction of 2-chlorothiopene (I) with such easily available organic sulfur compounds as ethanethio,l, and diethyl sulfide, disulfide, and trisulfide, a 4:1 mixture of thieno[2,3-b]-and thieno [5,3-b]thiphene (II and (II) forms.

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