<i>N</i>,<i>N</i>-Dimethylformamide as Carbon Synthons for the Synthesis of <i>N</i>-Heterocycles: Pyrrolo/Indolo[1,2-<i>a</i>]quinoxalines and Quinazolin-4-ones
Shichen Li, Jianing Ren, Chengcheng Ding, Yishou Wang, Chen Ma
Abstract
N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the methyl, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo/indolo[1,2-a]quinoxalines and quinazolin-4-ones were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. We considered that N-methyl and N-acyl of DMF participate and complete the reaction separately through different mechanisms, which displayed potential still to be explored of DMF.
Topics & Concepts
ChemistrySynthonDimethylformamideCombinatorial chemistryMedicinal chemistryOrganic chemistrySolventQuinazolinone synthesis and applicationsSynthesis and Biological EvaluationCatalytic C–H Functionalization Methods