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Homolytic alkylation of some 3,4-quinolinediyl bis-sulfides under minisci reaction conditions

✍ Scribed by Andrzej Maślankiewicz; Ewa Michalik; Zbigniew Ciunik

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
363 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Reaction of hydrogen sulfate of 3,4‐quinolinediyl bis‐sulfides 1a, 2a, 3a, and 4a with isopropyl and cyclohexyl radicals formed from alkyl iodide/hydrogen peroxide/DMSO/Fe^++^ salt system took place at α‐quinolinyl position and led to the respective mono‐ and dialkyl derivatives 1b‐e, 2b‐e, 3b,c, and 4b,c. Action of sodium methoxide towards isopropyl derivatives 1b,c and 2b,c caused the 1,4‐dithiin ring opening to form (after S‐methylation) derivatives of 3,4′‐ and 3,3′‐diquinolinyl sulfides 6a,b and 7a,b.

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