A Solvent- and Metal-Free Synthesis of 3-Chacogenyl-indoles Employing DMSO/I2 as an Eco-friendly Catalytic Oxidation System

被引：176
|
作者：
Azeredo, Juliano B. [1 ]
Godoi, Marcelo [1 ]
Martins, Guilherme M. [2 ]
Silveira, Claudio C. [2 ]
Braga, Antonio L. [1 ]
机构：
[1] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil
[2] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 09期
关键词：
MICROWAVE-ASSISTED SYNTHESIS; CHARGE-TRANSFER COMPLEXES; TERMINAL ALKYNES; ONE-POT; REGIOSELECTIVE SULFENYLATION; INDOLES; EFFICIENT; 3-SULFENYL; DISELENIDES; DISULFIDES;
D O I：
10.1021/jo5000779
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly approach allowed the preparation of a wide range of 3-selenyl- and 3-sulfenyl-indoles in good to excellent yields.
引用
收藏
页码：4125 / 4130
页数：6
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