Collect. Czech. Chem. Commun. 1988, 53, 1770-1778

Addition and cycloaddition reactions of furo[3,2-b]pyrroles and their benzo[b] analogues: An NMR study of structure of products

Alžbeta Krutošíkováa, Miloslava Dandárováa, Juraj Alföldib and Jaroslav Kováča

a Department of Organic Chemistry, Slovak Institute of Technology, 812 37 Bratislava
b Chemical Institute, Chemical Research Centre, Slovak Academy of Sciences, 842 38 Bratislava


Reaction of furo[3,2-b]pyrroles and their benzo[b] analogues with dimethyl butynedioate and ethyl propyonate were investigated. The reaction course is influenced by substituents on the system. Products of [4 + 2] cycloaddition to the furan or pyrrole nucleus as well as products of Michael addition to the benzo[b]furo[3,2-b]pyrrole system have been found. The structure of the products has been proven by 1H NMR and 13C NMR spectroscopy.