Metal-Free, Oxidant-Free, Site-Selective C-H Halogenations to Aminoquinolines at Room Temperature using N-Halosaccharins

被引：18

作者：

Dutta, Himangsu Sekhar ^{[1
]}

Khan, Bhuttu ^{[1
]}

Khan, Afsar Ali ^{[1
]}

Raziullah ^{[1
]}

Ahmad, Ashfaq ^{[1
]}

Kant, Ruchir ^{[2
]}

Koley, Dipankar ^{[1
]}

机构：

[1] Cent Drug Res Inst, Med & Proc Chem Div, CSIR, Lucknow 226031, Uttar Pradesh, India

[2] Cent Drug Res Inst, Mol & Struct Biol Div, CSIR, Lucknow 226031, Uttar Pradesh, India

来源：

CHEMISTRYSELECT | 2017年 / 2卷 / 22期

关键词：

C-H functionalization; halogenations; late stage drug molecule diversification; metal-free; quinoline; REMOTE C; REGIOSELECTIVE HALOGENATION; 8-AMINOQUINOLINE AMIDES; DIRECTING GROUP; DIRECT ALKYLATION; SODIUM-HALIDES; COPPER; QUINOLINES; ARYLATION; QUINAZOLINE;

D O I：

10.1002/slct.201701649

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report a metal-free, oxidant-free, highly regioselective halogenations protocol (chlorination, bromination and iodination) to amidoquinolines using N-halosaccharin derivatives. Various amidoquinolines are tolerated by the method and delivered C5-haloamidoquinoline derivates in excellent yields. A homo and hetero bis-halogenation protocol has also been established. Late stage drug molecule diversification has also been demonstrated using the developed protocol.

引用

页码：6488 / 6492

页数：5

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