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Homolytic alkylation of some 3,4‐quinolinediyl bis‐sulfides under minisci reaction conditions
Authors:Andrzej Maślankiewicz  Ewa Michalik  Zbigniew Ciunik
Affiliation:1. Department of Organic Chemistry, The Medical University of Silesia, 4 Jagiellońska, 41‐200 Sosnowiec, Poland;2. Institute of Chemistry, University of Wroc?aw, F. Joliot‐Curie 14, 50‐383 Wroc?aw, Poland
Abstract: chemical structure image 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 .
Keywords:
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