I2-Promoted sp3 C-H Oxidation/Annulation Sequences for the Synthesis of Indoloquinolines from 2-(1H-indol-2-yl)anilines and Aryl Methyl Ketones

被引：4

作者：

Arockiaraj, Mariyaraj ^{[1
]}

Rajeshkumar, Venkatachalam ^{[1
]}

机构：

[1] Natl Inst Technol Warangal, Dept Chem, Organ Synth & Catalysis Lab, Hanumakonda 506004, Telangana, India

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 11期

关键词：

Indoloquinolines; Iodine; sp(3) C-H Oxidation; Annulation; Aryl methyl ketones; GAMMA-CARBOLINE ANALOGS; ISOCRYPTOLEPINE ANALOGS; CASCADE; INHIBITORS; OXIDATION; POTENT;

D O I：

10.1002/adsc.202400023

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An iodine/DMSO-promoted approach has been developed for the synthesis of indoloquinolines via a sequential sp(3) C-H oxidation/intramolecular cyclization using 2-(1H-indol-2-yl)anilines and aryl methyl ketones. A wide range of aryl methyl ketones, including drugs and complex bioactive molecule-derived substrates were compatible in the present reaction with yields in the range of 30-96%. This protocol proceeds through sp(3) C-H oxidation of aryl methyl ketones to phenylglyoxals, subsequent imine formation, and cyclization to furnish the indoloquinolines. Further, the reaction is applicable for gram-scale synthesis and is operationally simple.

引用

页码：2557 / 2564

页数：8

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