ISSN:
1573-8353
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The reaction of imido esters that contain an active methylene group with four isomeric benzodiazinium cations, viz., the 1-methylquinoxalinium, 2-methylcinnolinium, 3-methylquinazolinium, and 2-methylphthalazinium cations, was investigated. The 1-methylquinoxalinium cation reacts with imido esters via a scheme involving anionic [3− +2]-cycloaddition to form tetrahydropyrrolo[2,3-b]quinoxalines. The 2-methylcinnolinium cation forms an adduct with an annelated pyrrole ring. Under the influence of imido esters, the 3-methylquinazolinium cation undergoes recyclization to a 2,3-disubstituted quinoline. The 2-methylphthalazinium cation is inert in this reaction.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00506467
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