Heterocycles in organic synthesis-ii¹ synthesis of ethylenedisulphide derivatives (-S-CH₂-CH₂-S-) from 2,3-dihydrothiazolo [2,3-a] isoquinolinium and pyridinium cations

Abstract

Heterocycles have recently been used advantageously for the synthesis of other categories of compounds. Here, we report that with thiolate ions, 2,3-dihydrothiazolo [2,3-a] pyridinium(I); 2,3,5,6-tetrahydrothiazolo [2,3-a] isoquinolinium(II) and 2,3-dihydrothiazolo [2,3-a] isoquinolinium (III) cations, available from the condensations of ethylene dibromide with pyridine-2(1H_-)-thione; 3,4-dihydro-isoquinoline-1(2H_-)-thione and isoquinoline-1(2H_-)-thione, form ethylene disulphide derivatives (IVa-f) possessing one pyridyl/isoquinolyl and second heterocyclic or nonheterocyclic moiety - a novel category of organic compounds, in synthetically useful yields.