Studies on the Reactions of Heterocyclic Compounds. XIV. 1, 3-dipolar Cycloaddition of Some Isoquinolinium Ylides with Methyl Propiolate

Abstract

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.