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Note | Regular issue | Vol 57, No. 7, 2002, pp.1279-1286
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9482
5-(3-Quinolinylthio)methyl-tetrahydro-2-furanones from 3,3’-Bis(4-substituted quinolinyl) Disulfides

Krzysztof Marciniec, Andrzej Maslankiewicz,* and Stanislaw Boryczka

*Department of Organic Chemistry, The Medical University of Silesia, Jagiellonska Str. 4, 41-200 Sosnowiec, Poland

Abstract

The intramolecular lactonization of 4-pentenoic acid to the title tetrahydrofuranones (12) was performed by addition of electrochemically generated sulfenyl cations starting from 3,3’-bis(4-substituted quinolinyl) disulfides (7a, b, c, d, e) and 3,3’-bis(1-methyl-1,4-dihydro-4-oxo-quinolinyl) disulfide (9b) and using bromide as a redox catalyst. Two syntheses of diquinolinyl disulfideÅ@(7e) were described as well.