Stereochemistry of 1,3‐dipolar‐cycloaddition of 3,4‐dihydroisoquinoline‐ and 3,4‐dihydro‐carboline‐N‐methoxycarbonyl‐ and N‐phenacyl‐methylides with maleic and fumaric nitrile

The 1,3-dipolar-cycloadditions of two kind of isoquinolinium and carbolinium ylides with fumaric and maleic nitrile resulted in pyrroloisoquinoline and indolizino[8,7-b]indole derivatives, respectively, which are analogues of biologically active alkaloids. The cycloadditions were performed in good yield and proved to be stereoselective. The structure elucidation and complete 1H and 13C assignments have been achieved by a combination of various one- and two-dimensional NMR experiments.

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