Solvent-Controlled Divergent Syntheses of Polycyclic N-Fused Heteroaromatics

Abstract

Due to a growing interest in aza-fused polyaromatic systems among various sciences, enormous attention has been continuously paid to design and synthesize novel chemotypes of N-fused hetero­cycles. During the course of continued efforts in this line, it was found that divergent access to new polycyclic N-fused heteroaromatics was enabled by choice of reaction solvent. Described herein are solvent-controlled selective approaches to three novel N-fused azacycles, benzo-[d]imidazole-pyrrolo[1,2-a]pyrazine hybrids, under mild conditions. The plausible reaction mechanism for each class of compound is suggested as well.

Key words

polycyclic heteroaromatics - hybrid structure - benzo[d]-imidazole - pyrrolo[1,2-a]pyrazine - chemical space - diversity-oriented synthesis - atom-economy - fluorescence

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