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喹啉的羟甲基化反应:铁促进的氧化 C-H 官能团化反应: Arsindoline-A 及其衍生物的合成。

Hydroxymethylation of quinolines iron promoted oxidative C-H functionalization: synthesis of arsindoline-A and its derivatives.

机构信息

Catalysis and Fine Chemicals Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad - 500007, India.

出版信息

Org Biomol Chem. 2021 Jan 28;19(3):645-652. doi: 10.1039/d0ob02212h.

Abstract

Herein, we report a mild and efficient hydroxymethylation of quinolines via an iron promoted cross-dehydrogenative coupling reaction under external acid free conditions. Various hydroxyalkyl substituted quinolines were achieved in excellent yields with well tolerated functional groups. Importantly, a few of the hydroxylmethylated quinolines were further transformed into respective aldehydes, and were successfully utilized for the synthesis of alkaloid arsindoline-A and its derivatives.

摘要

在此,我们报告了一种在无外加酸条件下,通过铁促进的交叉脱氢偶联反应温和高效地实现喹啉的羟甲基化。各种羟烷基取代的喹啉以优异的收率得到,官能团耐受性良好。重要的是,一些羟甲基化的喹啉进一步转化为相应的醛,并且成功地用于生物碱 Arsindoline-A 及其衍生物的合成。

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