α-Trifluoromethyl-β-aryl enamines in the synthesis of trifluoromethylated heterocycles by the Fischer and the Pictet-Spengler reactions

被引：44

作者：

Muzalevskiy, Vasiliy M. ^{[1
]}

Nenajdenko, Valentine G. ^{[1
]}

Shastin, Aleksey V. ^{[2
]}

Balenkova, Elizabeth S. ^{[1
]}

Haufe, Guenter ^{[3
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia

[2] Inst Problems Chem Phys, Chernogolovka 142432, Moscow Region, Russia

[3] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

TETRAHEDRON | 2009年 / 65卷 / 36期

基金：

俄罗斯基础研究基金会;

关键词：

alpha-Trifluoromethyl-beta-aryl enamines; Fischer indole synthesis; Pictet-Spengler reaction; Indoles; Tetrahydropyridines; Carbolines; BEARING METHOXYCARBONYL; DERIVATIVES; ACCESS; CYCLE;

D O I：

10.1016/j.tet.2009.06.120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Trifluoromethyl-beta-aryl enamines were successfully used as synthetic equivalents of benzyltri-fluoromethyl ketones in both the Fischer indole synthesis and the Pictet-Spengler reaction. Accordingly, 2-trifluoromethyl indoles and a variety of trifluoromethylated 4,5,6,7-terahydro-1H-pyridines including carbolines were synthesized in moderate to good yields. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：7553 / 7561

页数：9

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