Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran

Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran

The reactions of α,β-unsaturated ketones and Lawesson’s reagent with maleic, itaconic, or 5-norbornene-2,3-dicarboxylic acid led to the corresponding 3,4-dihydro-2 H -thiopyran anhydrides. As a result of the reaction of methacrylic acid, Lawesson’s reagent, and chalcone, 4-methyl-1,8-diphenyl-2,6-di...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2021-03, Vol.57 (3), p.245-252
Hauptverfasser: Merkulova, Ekaterina А., Kolobov, Aleksei V., Ovchinnikov, Konstantin L., Khrustalev, Victor N., Nenajdenko, Valentine G.
Format: Artikel
Sprache:eng
Schlagworte:
Acrylic acid
Acylation
Amines
Anhydrides
Carboxylic acids
Chemical tests and reagents
Chemistry
Chemistry and Materials Science
Dicarboxylic acids
Ketones
Methacrylic acid
Organic acids
Organic Chemistry
Pharmacy
Reagents
Resveratrol
Selectivity
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Zusammenfassung:The reactions of α,β-unsaturated ketones and Lawesson’s reagent with maleic, itaconic, or 5-norbornene-2,3-dicarboxylic acid led to the corresponding 3,4-dihydro-2 H -thiopyran anhydrides. As a result of the reaction of methacrylic acid, Lawesson’s reagent, and chalcone, 4-methyl-1,8-diphenyl-2,6-dithiabicyclo[2.2.2]octan-3-one is formed. The selectivity of the acylation of amines using the synthesized anhydrides was studied.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-021-02900-y