Direct, Metal-free C(sp2)-H Chalcogenation of Indoles and Imidazopyridines with Dichalcogenides Catalysed by KIO3

被引：112

作者：

Rafique, Jamal ^{[1
]}

Saba, Sumbal ^{[1
]}

Franco, Marcelo S. ^{[1
]}

Bettanin, Luana ^{[1
]}

Schneider, Alex R. ^{[1
]}

Silva, Lais T. ^{[1
]}

Braga, Antonio L. ^{[1
]}

机构：

[1] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 16期

基金：

巴西圣保罗研究基金会;

关键词：

cross-coupling; green chemistry; KIO3; nitrogen heterocycles; selenium; C-H SULFENYLATION; REGIOSELECTIVE SULFENYLATION; BIOLOGICAL EVALUATION; ELEMENTAL SULFUR; ARYL SULFIDES; ORGANOSELENIUM COMPOUNDS; 3-COMPONENT REACTION; COUPLING REACTIONS; OXIDATION SYSTEM; FACILE SYNTHESIS;

D O I：

10.1002/chem.201705404

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we report a greener protocol for the synthesis of 3-Se/S-indoles and imidazo[1,2-a]pyridines through direct C(sp(2))-H bond chalcogenation of heteroarenes with half molar equivalents of different dichalcogenides, using KIO3 as a non-toxic, easy-to-handle catalyst and a stoichio-metric amount of glycerol. The reaction features are high yields, based on atom economy, easy performance on gramscale, metal-and solvent-free conditions as well as applicability to different types of N-heteroarenes.

引用

页码：4173 / 4180

页数：8

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