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The Reaction of Some Dithiinodiquinolines with Potassium Methoxide as a Source of 4-Quinolinones with 3-Sulfide Function

Maślankiewicz M., Bębenek E.

Polish Journal of Chemistry

1999

Vol. 73, nr 11

1783-1789

Reaction of thioquinanthrene 1 and isothioquinanthrene 6 with 6 molar excess of potassium methoxide produces dipotassium salts 3-A and 8-A respectively, which were converted after 3'- (or 4')-alkylation followed by neutralization into 3,4'- or 3,3'-diquinolinyl sulfides 4 or 9 with total yield up to 99%. 4-Quinolinones 4 were N1-alkylated in DMSO/aqueous alkaline solution to N,S-dialkyl derivatives 5.