Synthesis  via  pummerer intermediates. II. . Disproportionation reactions of 3‐(methylsulfinyl)chromones and 3‐(methyl‐sulfinyl)quinolinones with hydrochloric acid | Zendy

Connor David T. | Zendy; von Strandtmann Maximillian | Zendy

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Synthesis via pummerer intermediates. II. . Disproportionation reactions of 3‐(methylsulfinyl)chromones and 3‐(methyl‐sulfinyl)quinolinones with hydrochloric acid

Author(s) -

Connor David T.,

von Strandtmann Maximillian

Publication year - 1978

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.5570150123

Subject(s) - chemistry , hydrochloric acid , disproportionation , pummerer rearrangement , medicinal chemistry , benzopyran , organic chemistry , catalysis , acetic anhydride

Sulfoxides ( 1 and 10 ) gave oxidation‐reduction products when treated with 5 N hydrochloric acid. 8‐Methoxy‐3‐(methylsulfinyl)‐4 H ‐benzopyran‐4‐one (1) gave 8‐methoxy‐3‐(methylthio)‐4 H ‐1‐benisopyran‐4‐one ( 4 ) and 8‐methoxy‐3‐(methylsulfonyl)‐4 H ‐1‐benzopyran‐4‐one ( 5 ), whereas 1‐melhyl‐3‐(methylsulfinyl)‐4(1 H )quinolinone ( 10 ) gave 1‐methyl‐3‐(methylthio)‐4(1 H )‐quinolinone ( 12 ) and 1‐methyl‐4(1 H )‐quinolinone ( 13 ).

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