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Synthesis of 9H‐Indeno[1,2‐b]Thieno[2,3‐e]Pyridin‐9‐One System Based on Multicomponent Reaction of 3‐Aminothiophenes With Aldehydes and 1,3‐Indandione Full article

Journal Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193
Output data Year: 2025, Volume: 62, Number: 12, Pages: 1916-1927 Pages count : 12 DOI: 10.1002/jhet.70107
Authors Kudryavtseva Tatiana A. 1 , Kudryavtseva Ekaterina N. 1 , Lichitsky Boris V. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Science Moscow Russian Federation

Abstract: For the first time, the multicomponent reaction of 3-aminothiophenes with various aldehydes and 1,3-indandione was studied. The unstable starting 3-aminothiophenes were generated in situ from the corresponding sodium salts of 3-aminothiophene-2-carboxylic acids. We have shown that the considered interaction allows us to construct the 9H-indeno[1,2-b]thieno[2,3-e]pyridin-9-one system. A straightforward, one-step approach to a wide range of target polycyclic products was developed based on the presented multicomponent condensation. Using this method, 21 examples of substituted 9H-indeno[1,2-b]thieno[2,3-e]pyridin-9-ones were obtained with yields of up to 76%. The advantages of the designed synthetic route are atom economy, readily accessible starting materials, and a convenient procedure for the isolation of final compounds, avoiding chromatography. The structure of one of the prepared 9H-indeno[1,2-b]thieno[2,3-e]pyridin-9-ones was unambiguously proved using x-ray diffraction.
Cite: Kudryavtseva T.A. , Kudryavtseva E.N. , Lichitsky B.V.
Synthesis of 9H‐Indeno[1,2‐b]Thieno[2,3‐e]Pyridin‐9‐One System Based on Multicomponent Reaction of 3‐Aminothiophenes With Aldehydes and 1,3‐Indandione
Journal of Heterocyclic Chemistry. 2025. V.62. N12. P.1916-1927. DOI: 10.1002/jhet.70107 WOS Scopus OpenAlex
Identifiers:
≡ Web of science: WOS:001575730500001
≡ Scopus: 2-s2.0-105016554579
≡ OpenAlex: W4414447196
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