Synthesis of activated 3-substituted indoles: an optimised one-pot procedure

被引：45

作者：

Pchalek, K ^{[1
]}

Jones, AW ^{[1
]}

Wekking, MMT ^{[1
]}

Black, DS ^{[1
]}

机构：

[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia

来源：

TETRAHEDRON | 2005年 / 61卷 / 01期

基金：

澳大利亚研究理事会;

关键词：

indoles; haloketones; lithium bromide; electrophilic substitution;

D O I：

10.1016/j.tet.2004.10.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Substituted-4,6-dimethoxyindoles can be synthesised in a one-pot procedure from 3,5-dimethoxyaniline and 2-haloketones in the presence of lithium bromide and sodium bicarbonate. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：77 / 82

页数：6

共 9 条

[1] METAL TEMPLATE REACTIONS .20. MACROCYCLIC METAL-COMPLEXES DERIVED FROM 4,6-DIMETHOXY-3-METHYLINDOLE-2,7-DICARBALDEHYDE AND SOME PRIMARY DIAMINES WITH ADDITIONAL NITROGEN DONOR ATOMS [J].

BLACK, DS ;

ROTHNIE, NE ;

WONG, LCH .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1983, 36 (12) :2407-2412

[2] SYNTHESIS OF ACTIVATED 3-ARYLINDOLES [J].

BLACK, DS ;

BOWYER, MC ;

BOWYER, PK ;

IVORY, AJ ;

KIM, M ;

KUMAR, N ;

MCCONNELL, DB ;

POPIOLEK, M .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1994, 47 (09) :1741-1750

[3] SYNTHESIS OF 4,6-DIMETHOXYINDOLES [J].

BLACK, DSC ;

KUMAR, N ;

WONG, LCH .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1986, 39 (01) :15-20

[4]

Brown R. K., 1972, INDOLES 1

[5]

HALL RJ, 1992, J CHEM RES-S, P2

[6] Synthesis of 3-methylindoles from N-aryl-N-(3-triisopropylsilylpropargyl)sulfonamides [J].

Magnus, P ;

Mitchell, IS .

TETRAHEDRON LETTERS, 1998, 39 (26) :4595-4598

[7]

MALIK ML, 1976, INDIAN J CHEM B, V14, P513

[8]

SUDNBERG RJ, 1970, CHEM INDOLES

[9]

Sundberg R.J., 1996, INDOLES

← 1 →