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Paper | Regular issue | Vol 87, No. 12, 2013, pp.2589-2598
Published online, 31st October, 2013
DOI: 10.3987/COM-13-12860
Synthetic Exploitation of Halogenated Alkenes Containing Electron-Withdrawing Group (EWG): Access to Valuable 2,4-Dinitrothiophenes via Ring-Closing and Ring-Opening/Ring-Closing Protocols

Amac Fatih Tuyun*

*Department of Chemical Engineering, Engineering and Architecture Faculty, Beykent University, 34396, Turkey

Abstract

With the goal of their exploitation for the synthesis of highly functionalized 2,4-dinitrothiophenes, 2-(2,3-dichloro-1,3-dinitroallylidene)-1,3-dithiolane (2a), derived from the initial ring-closing of polyhalogenated nitrobutadienic building blocks with 1,2-ethanedithiol, were reacted with secondary amines. After protic work up, highly functionalized 2,4-dinitrothiophenes have been accomplished via ring-opening/ring-closing protocols.