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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 2
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Original Articles

CERIUM (IV) MEDIATED OXIDATIVE DIMERIZATION OF 3-OXOACID ANILIDES AND THEIR CYCLIZATIONS

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Pages 189-197 | Accepted 11 Apr 2000, Published online: 16 Aug 2006
 

Abstract

Investigation of the behavior of several anilides of 3- oxoacids in oxidation reaction with ceric ammonium nitrate has shown that selective intermolecular C-C bond formation, which led to their dimers, is typical of these compounds. These dimeric species were cyclized in two routes, A and B, leading to 3-[2′-(1′-aniline-3′-oxo)-indene]-quinoline-2-on derivatives with HCl(g) (Route A), and with application of H2SO4 as a cyclization agent, gave furane-3,4-dicarboxylic acid derivatives (Route B).

Acknowledgments

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