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One‐pot sequential regioselective intramolecular synthesis of furo[3,2‐c]chromen and imidazo[1,2‐a]pyridine via catalyst‐free and basic conditions.
- Source :
-
Journal of Heterocyclic Chemistry . Dec2023, Vol. 60 Issue 12, p2053-2062. 10p. - Publication Year :
- 2023
-
Abstract
- We developed a sequential intramolecular ring‐closure‐opening‐closure pathway using a catalyst‐free and organo‐base catalyzed system for the synthesis of fused regioselective tricyclic furo[3,2‐c]chromen and bicyclic imidazo[1,2‐a]pyridine via a one‐pot three‐component reaction. The protocol involved a Knoevenagel and Michael adduct via intramolecular cyclization with 4‐hydroxycoumarin, aromatic glyoxal, and 2‐aminopyridine under heating and ambient conditions with very good yields. The merits of this methodology were studied, and new practical ways were developed to access furo[3,2‐c]chromen and imidazo[1,2‐a]pyridine moieties. [ABSTRACT FROM AUTHOR]
- Subjects :
- *PYRIDINE
*IMIDAZOPYRIDINES
*AMINOPYRIDINES
*GLYOXAL
*RING formation (Chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 0022152X
- Volume :
- 60
- Issue :
- 12
- Database :
- Academic Search Index
- Journal :
- Journal of Heterocyclic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 173969766
- Full Text :
- https://doi.org/10.1002/jhet.4735