Tetrahedron

Synthesis of 1-benzyl-8, 9-dihydroimidazo [4, 5-c] pyrrolo [3, 2-g] quinolin-4 (5H)-one via palladium-catalyzed intramolecular arylation

…, JY Tisserand, JM Robert, MR Nourrisson, P Pinson…

Index: Delest, Bruno; Tisserand, Jean-Yves; Robert, Jean-Michel; Nourrisson, Marie-Renee; Pinson, Patricia; Duflos, Muriel; Le Baut, Guillaume; Renard, Pierre; Pfeiffer, Bruno Tetrahedron, 2004 , vol. 60, # 29 p. 6079 - 6083

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Citation Number: 11

Abstract

The synthesis of a novel tetracyclic structure, 8, 9-dihydroimidazo [4, 5-c] pyrrolo [3, 2-g] quinolin-4 (5H)-one, has been achieved by a convergent pathway. Coupling of the weakly nucleophilic hindered aromatic amine with 1-benzylimidazole-4-carboxylic acid,, afforded the corresponding amide using a DCP/DMF complex; subsequent Heck-type arylation leading to desired tetracyclic molecule imidazo [4, 5-c]-pyrrolo [3, 2-g] quinolin-4 (5H)-one.

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