Peroxide-mediated synthesis of benzimidazo[2,1-<i>a</i>]isoquinoline-6(5<i>H</i>)-ones <i>via</i> cascade methylation/ethylation and intramolecular cyclization
Changduo Pan, Cheng Yuan, Jin‐Tao Yu
Abstract
A metal-free oxidative radical methylation/arylation of 2-arylbenzoimidazoles with DTBP as the oxidant and methyl radical source was developed. The reaction proceeds through a sequential methyl radical addition/cyclization pathway and affords a series of methyl functionalized benzimidazo[2,1-a]isoquinoline-6(5H)-ones in moderate to good yields. Besides, the ethylation/arylation of 2-arylbenzoimidazoles was also achieved with DTAP.
Topics & Concepts
IsoquinolinePeroxideIntramolecular forceChemistryCascadeMethylationCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryBiochemistryGeneChromatographyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques