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过氧化物介导的苯并咪唑并[2,1-α]异喹啉-6(5H)-酮的串联甲基化/乙基化和分子内环化反应。

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

机构信息

School of Chemical and Environmental Engineering, Jiangsu University of Technology, Changzhou 213001, P. R. China.

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Changzhou University, Changzhou 213164, P. R. China.

出版信息

Org Biomol Chem. 2021 Jan 28;19(3):619-626. doi: 10.1039/d0ob02383c.

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.

摘要

发展了一种无金属的氧化自由基甲基化/芳基化 2-芳基苯并咪唑的方法,以 DTBP 作为氧化剂和甲基自由基源。该反应通过连续的甲基自由基加成/环化途径进行,以中等至良好的收率得到一系列甲基化的苯并咪唑并[2,1-a]异喹啉-6(5H)-酮。此外,还可以使用 DTAP 实现 2-芳基苯并咪唑的乙基化/芳基化。

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