Studies on the reactions of heterocyclic compounds. XIV. 1,3-Dipolar cycloaddition of some isoquinolinium ylides with methyl propiolate.

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In the cycloaddition reaction of isoquinolinium bis (methoxycarbonyl) methylide (VI) and isoquinolinium cyano (methoxycarbonyl) methylide (VIII) with methyl propiolate (II), the primary adducts, trimethyl-3, 10b-dihydropyrrolo [2, 1-α] isoquinoline-1, 3, 3-tricarboxylate (VII) and dimethyl 3-cyano 3, 10b-dihydropyrrolo [2, 1-α] isoquinoline-1, 3-dicarboxylate (IX), were isolated. The stability of the primary adduct was found to be affected by the kind of substituent at 3-position.