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

✍ Scribed by Naoko Mizuyama; Yuka Murakami; Takatoshi Nakatani; Keiko Kuronita; Shinya Kohra; Kazuo Ueda; Kyoko Hiraoka; Yoshinori Tominaga


Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
922 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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New 2‐pyrone derivatives, dialkyl 3‐cyano‐6‐phenyl‐2‐oxo‐2__H__‐pyran‐4‐ylmalonates and alkyl 3‐cyano‐6‐phenyl‐2‐oxo‐2__H__‐pyran‐4‐ylacetates, which were easily prepared by the reaction of 6‐aryl‐4‐methyl‐sulfanyl‐2‐oxo‐2__H__‐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‐2__H__‐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‐1__H__‐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.


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ChemInform Abstract: Reaction of 6-Aryl-
✍ Naoko Mizuyama; Yuka Murakami; Takatoshi Nakatani; Keiko Kuronita; Shinya Kohra; 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 26 KB

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