Transformations of 2-methyl-1-R-1-phenylethynyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines under the action of electron-deficient alkynes in aprotic and protic solvents were studied. 1-Phenyl-1-phenylethynyl substituted pyrrolopyrazine did not react with alkynes or gave complex reaction mixtures. 1-Alkyl substituted 1-phenylethynyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines in protic solvents underwent expansion to 8-alkylidene-6-phenyl-1,2,3,8-tetrahydropyrrolo[1,2-d][1,4]diazecines.

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