A versatile and practical synthesis of bis(indolyl)methanes/bis(indolyl)glycoconjugates catalyzed by trichloro-1,3,5-triazine

被引：161

作者：

Sharma, GVM ^{[1
]}

Reddy, JJ ^{[1
]}

Lakshmi, PS ^{[1
]}

Krishna, PR ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem 3, Discovery Lab, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 41期

关键词：

Bis(indolyl)methanes; aldehydes; sugar aldehydes; electrophilic substitution; trichloro-1,3,5-triazine;

D O I：

10.1016/j.tetlet.2004.08.084

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and efficient electrophilic substitution reaction of indoles with a variety of aldehydes was carried out using catalytic trichloro-1,3,5-triazine (10mol%,) in acetonitrile to furnish the corresponding bis(indolyl)methanes in excellent yields. Similarly, sugar derived aldehydes gave hitherto unknown bis(indolyl)glycoconjugates in very good yields. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：7729 / 7732

页数：4

共 50 条

[31] Synthesis, antimicrobial and antioxidant evaluation of quinolines and bis(indolyl)methanes [J].

Praveen, C. ;

DheenKumar, P. ;

Muralidharan, D. ;

Perumal, P. T. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (24) :7292-7296

[32] An efficient and practical synthesis of bis(indolyl)methanes catalyzed by N-sulfonic acid poly(4-vinylpyridinium) chloride [J].

Shirini, Frahad ;

Khaligh, Nader Ghaffari ;

Jolodar, Omid Goli .

DYES AND PIGMENTS, 2013, 98 (02) :290-296

[33] Surfactant-assisted synthesis of bis(indolyl)methanes in water [J].

Kolvari, Eskandar ;

Zolfigol, Mohammad Ali ;

Banary, Hoda .

CHINESE CHEMICAL LETTERS, 2011, 22 (11) :1305-1308

[34] Green procedure for the synthesis of bis(indolyl)methanes in water [J].

Azizi, N. ;

Gholibeghlo, E. ;

Manocheri, Z. .

SCIENTIA IRANICA, 2012, 19 (03) :574-578

[35] An efficient synthesis of bis(indolyl)methanes catalyzed by recycled acidic ionic liquid [J].

Gu, DG ;

Ji, SJ ;

Jiang, ZQ ;

Zhou, MF ;

Loh, TP .

SYNLETT, 2005, (06) :959-962

[36] Hexamethylenetetraamine-bromine catalyzed rapid and efficient synthesis of bis(indolyl)methanes [J].

Bandgar, BP ;

Bettigeri, SV ;

Joshi, NS .

MONATSHEFTE FUR CHEMIE, 2004, 135 (10) :1265-1273

[37] Efficient synthesis of bis(indolyl) methanes in aqueous medium catalyzed by molybdenyl acetylacetonate [J].

Banerjee, B. ;

Mandal, S. K. ;

Roy, S. C. .

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (04) :669-673

[38] Lithium perchlorate catalyzed reactions of indoles: An expeditious synthesis of bis(indolyl)methanes [J].

Yadav, JS ;

Reddy, BVS ;

Murthy, CVSR ;

Kumar, GM ;

Madan, C .

SYNTHESIS-STUTTGART, 2001, (05) :783-787

[39] Ionic Liquid Promoted Synthesis of Bis(indolyl) methanes [J].

Sadaphal, Sandip A. ;

Shelke, Kiran F. ;

Sonar, Swapnil S. ;

Shingare, Murlidhar S. .

CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2008, 6 (04) :622-626

[40] Efficient synthesis of bis(indolyl)methanes catalyzed by Lewis acids in ionic liquids [J].

Ji, SJ ;

Zhou, JF ;

Gu, DG ;

Wang, SY ;

Loh, TP .

SYNLETT, 2003, (13) :2077-2079

← 1 2 3 4 5 →