Ruthenium Complex-catalyzed Novel and Facile Synthesis of Imidazo[1,2-a]pyridines from 2-Aminopyridines and vicinal-Diols
- 1 August 1993
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 22 (8) , 1317-1320
- https://doi.org/10.1246/cl.1993.1317
Abstract
Ruthenium complex-catalyzed N-heterocyclization of 2-aminopyridines with vicinal-diols offers a novel synthetic method for various imidazo[1,2-a]pyridines. For example, the reaction of 2-amino-4-methylpyridine with 1,2-cyclohexanediol in the presence of a catalytic amount of RuCl2(PPh3)3 under reflux in diglyme for 24 h afforded 2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]benzimidazole in 74% yield.This publication has 10 references indexed in Scilit:
- Studies on Antiulcer Drugs. II. Synthesis and Antiulcer Activities of Imidazo(1,2-a)pyridinyl-2-alkylaminobenzoxazoles and 5,6,7,8-Tetrahydroimidazo(1,2-a)pyridinyl Derivatives.CHEMICAL & PHARMACEUTICAL BULLETIN, 1992
- Ruthenium-catalyzed dehydrogenative N-heterocyclization. Indoles from 2-aminophenethyl alcohols and 2-nitrophenethyl alcoholsThe Journal of Organic Chemistry, 1990
- Pharmacological profile of RWJ 20085: A new, potent, long‐acting local anestheticDrug Development Research, 1990
- Synthesis and biological activity of 3-substituted imidazo[1,2-a]pyridines as antiulcer agentsJournal of Medicinal Chemistry, 1989
- Ruthenium-complex-catalyzed N-heterocyclization. Syntheses of quinolines and indole derivatives from aminoarenes and 1,3-propanediol of glycolsThe Journal of Organic Chemistry, 1987
- On the reaction of phenylglyoxal with 2-aminopyridineTetrahedron Letters, 1986
- Platinum group metal chelates derived from 2-mercapto-, 2-hydroxy- and 2-amino-pyridines and -pyrimidinesInorganica Chimica Acta, 1985
- Syntheses, molecular structures and electrochemical behavior of two isomeric Ru(PhNpy)2(PPh3)2 complexesInorganica Chimica Acta, 1984
- On the reaction of 2‐aminopyridines with alpha‐halocarbonyl compoundsJournal of Heterocyclic Chemistry, 1982
- Mechanism of the reaction of 2-haloketones with 2-aminopyridineTetrahedron, 1982