Methyl 3-(Quinolin-2-yl)indolizine-1-carboxylate
A novel compound, methyl 3-(quinolin-2-yl)indolizine-1-carboxylate (2) has been synthesized by cycloaddition reaction of 1-(quinolin-2-ylmethyl)pyridinium ylide (1) with methyl propiolate in presence of sodium hydride in THF. The structure of this compound was established by IR, 1H-NMR, 13C-NMR and MS data
Pyridinium ylides in the one-pot synthesis of a new quinoline/indolizine hybrid
Abstract The reaction of 1-(quinolin-2-ylmethyl)pyridinium ylide with dimethyl acetylenedicarboxylate was investigated. The X-ray crystallographic characterization of the new dimethyl 3-(quinolin-2-yl)indolizine-1,2-dicarboxylate (2) shows the formation of a five-membered ring between the pyridine ring and the methylene group.
One-pot multicomponent synthesis of polysubstituted indolizines
Concise and efficient four-component tandem approaches to polysubstituted indolizines have been developed under metal-free and mild aerobic conditions in refluxing acetonitrile. The mechanism of the novel reactions was proposed involving the formation of pyridinium ylides and α,β-unsaturated ketones with subsequent 1,3-dipolar cycloaddition and aromatization reaction.