A domino reaction for the synthesis of 2H-pyrano-[4″,3″,2″:4′,5′]chromeno[2′,3′:4,5]thieno-[2,3-b]pyridin-2-ones

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作者
Svitlana P. Bondarenko
Igor V. Zhitnetskyi
Serhii V. Semenov
Mykhaylo S. Frasinyuk
机构
[1] National University of Food Technologies,Institute of Bioorganic Chemistry and Petrochemistry
[2] National Academy of Sciences of Ukraine,undefined
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4-chloromethylcoumarin; 4-(3-cyanopyridin-2-yl-sulfanylmethyl)coumarin; pyrano[4″,3″,2″:4′,5′]chromeno[2′,3′:4,5]thieno-[2,3-; ]pyridine; domino reaction; intramolecular cyclization;
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[graphic not available: see fulltext] 2-{[(5-Hydroxy-2-oxo-2H-chromen-4-yl)methyl]sulfanyl}pyridine-3-carbonitrile derivatives were synthesized in a reaction of 4-chloromethyl-5-hydroxycoumarin with substituted 2-thioxopyridine-3-carbonitriles. The presence in the molecule of spatially adjacent active methylene, nitrile, and hydroxyl groups under the action of a base leads to consecutive intramolecular cyclization reactions with the formation of a novel heterocyclic system pyrano[4″,3″,2″:4′,5′]chromeno[2′,3′:4,5]thieno[2,3-b]pyridine.
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页码:262 / 266
页数:4
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