A DOMINO REACTION FOR THE SYNTHESIS OF 2<i>H</i>-PYRANO[4'',3'',2'':4',5']CHROMENO[2',3':4,5]THIENO[2,3-<i>b</i>]PYRIDIN-2-ONES

Authors

  • Светлана П. Бондаренко Национальный университет пищевых технологий, ул. Владимирская, 68, Киев 01601
  • Игорь В. Житнецкий National University of Food Technologies, 68 Volodymyrska St., Kyiv 01601
  • Сергей В. Семенов Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Murmanska St., Kyiv 02094
  • Михаил С. Фрасинюк Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Murmanska St., Kyiv 02094

DOI:

https://doi.org/10.1007/3139

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

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*

Author Biographies

Игорь В. Житнецкий, National University of Food Technologies, 68 Volodymyrska St., Kyiv 01601

Игорь Владимирович Житнецкий

Сергей В. Семенов, Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Murmanska St., Kyiv 02094

Сергей Валентинович Семенов

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Published

2016-04-28

Issue

Vol. 52 No. 4 (2016)

Section

Original Papers