Catalyst-Free Assembly of Poly-Functionalized 1,2,4-Triazole-Fused N-Heterocycle, 6-Acylated Pyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine

A catalyst-free synthetic route to a new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[3,4-c]pyrazine, was realized upon sequential exposure of pyrrole-2-carbonitrile-derived substrate to DMF-DMA and acyl hydrazide through which acylated pyrazine and 1,2,4-triazole rings were consecutively formed with formation of multiple bonds (one C-C and three C-N bonds). This annulative functionalization approach to N-fused polycycles enabled us to install various substituents at specific positions on the core skeleton.

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