C-H Activation: A Versatile Tool for the Synthesis of Niclosamide and Its Derivatives

被引：0

作者：

Gundamalla, Rachel ^{[1
,2
]}

Bantu, Rajashaker ^{[1
]}

Sridhar, B. ^{[3
]}

Reddy, B. . V. Subba ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, Fluoro Agrochem, Hyderabad 500007, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

[3] CSIR Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500007, India

来源：

SYNLETT | 2024年 / 35卷 / 20期

关键词：

C-H bond activation; transition-metal catalysis; acetoxylation; niclosamide; SALICYLANILIDES; ANALOGS; ACETOXYLATION; REPLICATION; THERAPY; ARENES; DRUGS;

D O I：

10.1055/a-2416-2329

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel strategy has been developed for the direct and regioselective ortho -acetoxylation of N -(2-benzoylphenyl)benzamides through C-H activation using a catalytic amount of Pd(OAc)(2) (5 mol%) and a stoichiometric amount of PhI(OAc)(2) in a mixture of acetic anhydride and acetic acid. By using this protocol, a new series of niclosamide derivatives was produced in good yields. This is the first report on the synthesis of niclosamide and its derivatives by means of C-H functionalization. This newly developed method offers several advantages such as high regioselectivity, operational simplicity, and good to excellent yields. It provides a short three-step process for the synthesis of niclosamide involving acid-amine coupling, ortho -acetoxylation through C-H activation, and deacylation.

引用

页码：2520 / 2524

页数：5

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