Homolytic alkylation of some 3,4‐quinolinediyl bis‐sulfides under minisci reaction conditions | Zendy

Maślankiewicz Andrzej | Zendy; Michalik Ewa | Zendy; Ciunik Zbigniew | Zendy

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

Author(s) -

Maślankiewicz Andrzej,

Michalik Ewa,

Ciunik Zbigniew

Publication year - 2008

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570450235

Subject(s) - chemistry , homolysis , isopropyl , alkylation , medicinal chemistry , sodium methoxide , alkyl , radical , methyl iodide , hydrogen peroxide , ring (chemistry) , organic chemistry , methanol , catalysis

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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