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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

Светлана П. Бондаренко, Игорь В. Житнецкий, Сергей В. Семенов, Михаил С. Фрасинюк
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Abstract


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.

Authors: Svitlana P. Bondarenko, Igor V. Zhytnetskyi, Serhii V. Semenov, Mykhaylo S. Frasinyuk*


Keywords


4-chloromethylcoumarin; 4-(3-cyanopyridin-2-ylsulfanylmethyl)coumarin; pyrano[4'',3'',2'':4',5']chromeno[2',3':4,5]thieno[2,3-b]pyridine; domino reaction; intramolecular cyclization

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