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.² Here, we report that with thiolate ions, 2,3-dihydrothiazolo [2,3-a] pyridinium³(I); 2,3,5,6-tetrahydrothiazolo [2,3-a] isoquinolinium⁴(II) and 2,3-dihydrothiazolo [2,3-a] isoquinolinium⁵ (III) cations, available from the condensations of ethylene dibromide with pyridine-2(1H)-thione³; 3,4-dihydro-isoquinoline-1(2H)-thione⁴ and isoquinoline-1(2H)-thione⁵, 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.