Straightforward synthesis of imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-one framework via multicomponent reaction of 5-aminoimidazoles with aldehydes and 1,3-indandione

Straightforward synthesis of imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-one framework via multicomponent reaction of 5-aminoimidazoles with aldehydes and 1,3-indandione Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2026, Volume: 190, Article number : 135064, Pages count : DOI: 10.1016/j.tet.2025.135064

Authors

Lichitsky Boris V. ¹ , Kudryavtseva Tatiana A. ¹ , Kudryavtseva Ekaterina N. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr. 47, Moscow, 119991, Russian Federation

In the present communication we describe the construction of imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-one system. The considered method is based on previously unknown multicomponent condensation of 5-aminoimidazoles with diverse aldehydes and 1,3-indandione. Sodium salts of 5-aminoimidazole-4-carboxylic acids were employed as convenient precursors for generation of unstable 5-aminoimidazoles in the reaction mixture. The application of easily available aromatic and heterocyclic aldehydes allowed us to obtain the array of target substituted imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-ones. Atom economy, mild experimental conditions and simple isolation of the final products are the advantages of the method. X-ray analysis was utilized for confirmation of structure of one of the prepared imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-ones.

Lichitsky B.V. , Kudryavtseva T.A. , Kudryavtseva E.N.
Straightforward synthesis of imidazo[4,5-b]indeno[2,1-e]pyridin-9(3H)-one framework via multicomponent reaction of 5-aminoimidazoles with aldehydes and 1,3-indandione
Tetrahedron. 2026. V.190. 135064 . DOI: 10.1016/j.tet.2025.135064 WOS Scopus OpenAlex

Submitted:	Jul 24, 2025
Published online:	Nov 15, 2025

≡ Web of science:	WOS:001621274300001
≡ Scopus:	2-s2.0-105021543286
≡ OpenAlex:	W4416345669