Reaction of 6‐aryl‐ or styryl‐4‐methylsulfanyl‐2‐oxo‐2H‐pyrans with active methylene compounds and fluorescence properties of the products

Autor:	Shinya Kohra, Naoko Mizuyama, Takatoshi Nakatani, Kyoko Hiraoka, Keiko Kuronita, Yuka Murakami, Yoshinori Tominaga, Kazuo Ueda
Rok vydání:	2008
Předmět:	Potassium carbonate chemistry.chemical_classification Compound a chemistry.chemical_compound Chemistry Aryl Organic Chemistry Solid-state Methylene Medicinal chemistry Fluorescence Alkyl Dichloromethane
Zdroj:	Journal of Heterocyclic Chemistry. 45:265-277
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570450133
Popis:	New 2-pyrone derivatives, dialkyl 3-cyano-6-phenyl-2-oxo-2H-pyran-4-ylmalonates and alkyl 3-cyano-6-phenyl-2-oxo-2H-pyran-4-ylacetates, which were easily prepared by the reaction of 6-aryl-4-methyl-sulfanyl-2-oxo-2H-pyran-3-carbonitriles with active methylene compounds in the presence of potassium carbonate, show fluorescence emission radiation. The light-emitting region of dimethyl 3-cyano-6-(4-N,N-dimethylamino)styryl-2-oxo-2H-pyran-4-ylmalonate (7h) was 620 nm in dichloromethane, making this compound a typical red fluorescent compound. Methyl 8-hydroxy-6-methyl-1-oxo-3-phenyl-1H-pyrano-[3,4-c]pyridine-5-carboxylate deriv-atives also showed fluorescence in the solid state. This is the first example of fluorescence in fused 2-pyrone derivatives.
Databáze:	OpenAIRE
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