Synthesis of Indoles by Conjugate Addition and Ligand-Free Copper-Catalyzed Intramolecular Arylation of Activated Acetylenes with o-Haloanilines

被引:27
|
作者
Gao, Detian [1 ]
Parvez, Masood [1 ]
Back, Thomas G. [1 ]
机构
[1] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
acetylenes; copper; cyclization; indoles; REACTION SEQUENCE; SULFONES; HETEROANNULATION; CYCLOADDITIONS; IODOANILINES; CYCLIZATIONS; DERIVATIVES; 1-ALKYNES; OXIDATION; PRODUCTS;
D O I
10.1002/chem.201002628
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Air and water welcome-ligands need not apply! A simple and efficient new synthesis of variously functionalized and substituted indoles was achieved by the addition and copper-catalyzed coupling of N-formyl-o-haloanilines with acetylenic sulfones, esters and ketones (see scheme; EWG=electron-withdrawing group). The reaction employs copper(II) acetate under ligand-free conditions without the need for exclusion of air and moisture. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:14281 / 14284
页数:4
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