Peroxide-mediated synthesis of benzimidazo[2,1-a]isoquinoline-6(5H)-ones via cascade methylation/ethylation and intramolecular cyclization

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.

Automated summary

A metal-free oxidative radical methylation/arylation of 2-arylbenzoimidazoles has been developed, leading to a series of methyl functionalized benzimidazo[2,1-a]isoquinoline-6(5H)-ones in moderate to good yields. Additionally, ethylation/arylation of 2-arylbenzoimidazoles was also achieved using DTAP.