Synthesis of 6-nitro-4-sulfanyl-1H-indole derivatives from 2,4,6-trinitrotoluene

被引：5

作者：

Rozhkov, Vladimir V. ^{[1
]}

机构：

[1] Kyiv Natl Taras Shevchenko Univ, Inst High Technol, UA-03187 Kiev, Ukraine

来源：

TETRAHEDRON | 2014年 / 70卷 / 22期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

2,4,6-Trinitrotoluene; Nucleophilic substitution; Enamines; Batcho-Liemgruber synthetic protocol; 6-Nitro-4-sulfanyl-1H-indoles; NITRO-GROUPS; SUBSTITUTION; OXIDATION; ANALOGS;

D O I：

10.1016/j.tet.2014.03.107

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 6-nitro-4-sulfanyl-1H-indoles from 2,4,6-trinitrotoluene (TNT) is described. The first step is the nucleophilic substitution of an ortho-nitro group with a thiol to give the corresponding sulfide. The latter were transformed into the corresponding enamines upon treatment with dimethylformamide dimethyl acetal (DMF DMA). The enamines were converted into the indoles applying the Batcho Leimgruber synthetic protocol. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3595 / 3600

页数：6

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