ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis of Thienothiepinofurans and Thiepinodifurans Novel Synthesis of Heterocyclic Thiolactones and 3-Furyl Ketones

D. Végh, J. Morel, B. Decroix, and P. Zálupský

Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37 Bratislava

Abstract: The synthesis of thienothiepinofurans and thiepinodifurans is described. The displacement reaction between lithium furan-2-thiolate and 2-bromomethyl-substituted thiophenes and furans gave the expected thioether. The cyclization of thioether with polyphosphoric acid (PPA) in xylene gave thiepinone derivatives and heterocyclic thiolactones. The formation of the latter compounds can be explained in terms of a cyclization via the sulfur atom. The desulfuration with Raney nickel gave 3-furyl ketones in good yields.

Full paper in Portable Document Format: 482a100.pdf

Chemical Papers 48 (2) 100–102 (1994)