Thermolysis of 6-Aryl-1, 5-diazabicyclo [3.1. 0] hexanes in the Presence of N-Arylmaleimides

AP Molchanov, DI Sipkin, YB Koptelov…

Index: Molchanov; Sipkin; Koptelov; Kostikov Russian Journal of Organic Chemistry, 2001 , vol. 37, # 6 p. 841 - 851

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Citation Number: 13

Abstract

Abstract Heating of 6-aryl-1, 5-diazabicyclo [3.1. 0] hexanes in the presence of N- arylmaleimides gives rise to 2, 9-diarylperhydropyrazolo [1, 2-a] pyrrolo [3, 4-c] pyrazole-1, 3- diones. It is presumed that thermal cleavage of the CN bond in the diaziridine fragment of the 6-aryl-1, 5-diazabicyclo [3.1. 0] hexanes results in formation of labile azomethinimines that react with N-arylmaleimides to afford the products of 1, 3-dipolar cycloaddition. The ...