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Preparation of 2-substituted furo[3,2-b]pyrroles and their reactions with dimethyl butynedioate

A. Koreňová, A. Krutošíková, M. Dandárová, and J. Kováč

Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, CS-8J237 Bratislava

 

Abstract: The synthesis of 2-(2-nitrophenyl)-, 2-(4-chloro-2-methylphenoxy)furo[3,2-b]pyrroles, and their TV-substituted derivatives, as well as the prepara­ tion of l,2-dihydropyrrolo[2',3: 4,5]furo[3,2-b]indole is described. Reac­tions of prepared compounds with dimethyl butynedioate were investigated. It was found that the reaction course is influenced by substituents attached to the furo[3,2-b]pyrrole system. Products of [4 + 2] cycloaddition as well as products of Michael addition were obtained.

Full paper in Portable Document Format: 433a457.pdf

 

Chemical Papers 43 (3) 457–464 (1989)

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