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Synthesis of functionalized pyrrole derivatives via diverse cyclization of azomethine ylide and olefins
Authors:Sayebani  Saman  Eshghi  Hossein  Naeimabadi  Maryam
Institution:1.Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Vakilabad Blvd., Mashhad, 91775-1436, Iran
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Abstract:

The azomethine ylides are generally used in 1,3-dipolar cycloadditions with various dipolarophiles. In this work, a new and diverse route has been developed for the azomethine ylides, for synthesis of novel pyrrole derivatives. The azomethine ylide, produced via C–H activation of unreactive C(sp3)–H bond of 2-methylquinoline, by molecular iodine, in the presence of pyridine. Herein, we represent novel pyrrole derivatives, synthesized from the reaction of pyridinium ylide with olefins, which formed via a reaction of isatin, dialkyl acetylenedicarboxylate derivatives and pyridine as a base in moderate to excellent yields. Various features of this cyclization, discussed.

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