A simple one-pot synthesis of functionalised 6-(indol-3-yl)-2,2′-bipyridine derivatives via multi-component reaction under neat condition

被引：39

作者：

Thirumurugan, Prakasam ^{[1
]}

Perumal, Paramasivan T. ^{[1
]}

机构：

[1] Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 28期

关键词：

6-(Indol-3-yl)-2,2 '-bipyridine; Multi-component reaction; 3-Cyanoacetyl indole; Neat condition; 2,2 '-Bipyridine; Microwave irradiation; Cinnamils; DIELS-ALDER REACTIONS; 3-COMPONENT SYNTHESIS; INDOLE ALKALOIDS; METHODOLOGY; DISCOVERY; PYRIDINES; FACILE;

D O I：

10.1016/j.tetlet.2009.04.121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 4-aryl-6-(1H-indol-3-yl)-2,2-bipyridine-5-carbonitrile derivatives were synthesized via a one-pot multi-component reaction of aromatic aldehydes, 3-(cyanoacetyl)indole and 2-acetyl pyridine in ammonium acetate by conventional heating and microwave irradiation under solvent-free condition. Also a series of 6,6'-di(1H-indol-3-yl)-4,4'-diaryl-2,2'-bipyridine-5,5'-dicarbonitrile derivatives were synthesized using cinnamils, 3-(cyanoacetyl)indole and ammonium acetate. The methodology affords high yields of product at short reaction time. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：4145 / 4150

页数：6

共 50 条

[31] A novel and facile synthesis of 2-(cyclohexylamino)-6,7-dihydro-3-aryl-1H-indole-4(5H)-ones via a one-pot multi-component reaction
Heravi, Majid M.
Baghernejad, Bita
Oskooie, Hossein A.
Hekmatshoar, Rahim
TETRAHEDRON LETTERS, 2008, 49 (42) : 6101 - 6103
[32] One-pot synthesis of pyrrolo[2,1-a]isoquinoline-1-carboxamide derivatives via a four-component reaction
Alizadeh, Abdolali
Zohreh, Nasrin
SYNTHESIS-STUTTGART, 2008, (03): : 429 - 432
[33] A Simple One-pot Synthesis of Indeno[2,1-f]quinolin-3-one Derivatives under Microwave Irradiation
Peng Juhua
Jia Runhong
Xu Yajuan
Tu Shujiang
Ma Ning
Zhang Ge
CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (12) : 2392 - 2396
[34] Efficient synthesis of 3-benzyl-3-(indol-3-yl)-2-phenyl-2,3-dihydroisoindolinone derivatives via a simple and convenient MCR in aqueous micellar system
Sarkar, Swarbhanu
Pal, Rammyani
Sen, Asish Kumar
TETRAHEDRON LETTERS, 2013, 54 (32) : 4273 - 4276
[35] Green synthesis of novel aryl sulfonyl-chromenones via one-pot, multi-component reaction using V2O5-FAp@MWCNT nanocomposite
Potala, Varalakshmi
Gangu, Kranthi Kumar
Jayarao, Kommu
Rao, Adapaka Venkateswara
Maddila, Suresh
INORGANIC CHEMISTRY COMMUNICATIONS, 2024, 170
[36] A one-pot multi-component reaction for the facile synthesis of some novel 2-aryl thiazolidinones bearing benzimidazole moiety using La(NO3)3·6H2O as an efficient catalyst
Mehdi Kalhor
Soodabeh Banibairami
Seyed Ahmad Mirshokraie
Research on Chemical Intermediates, 2017, 43 : 5985 - 5994
[37] A one-pot multi-component reaction for the facile synthesis of some novel 2-aryl thiazolidinones bearing benzimidazole moiety using La(NO3)3•6H2O as an efficient catalyst
Kalhor, Mehdi
Banibairami, Soodabeh
Mirshokraie, Seyed Ahmad
RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (11) : 5985 - 5994
[38] SLS-catalyzed Multi-component One-pot Reactions for the Convenient Synthesis of Spiro[indoline-3,4′-pyrano [2,3-c]pyrazole] Derivatives
Dhakar, Archana
Rajput, Archana
Khanum, Ghazala
Agarwal, Dau D.
CURRENT ORGANOCATALYSIS, 2021, 8 (02) : 200 - 210
[39] One-Pot Three-Component Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)chromen Derivatives
Wang, Xiang
Chen, Ping
Zhi, Sanjun
Hu, Huayou
Kan, Yuhe
Zhang, Zaichao
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (11) : 3299 - 3303
[40] A convenient synthesis of 3-formyl-2-thioacetamide-indole derivatives via the one-pot reaction of indolin-2-thiones, isocyanides and chloroacetylchloride
Kiamehr, Mostafa
Moghaddam, Firouz Matloubi
Erami, Mehran Sadeghi
TETRAHEDRON LETTERS, 2015, 56 (52) : 7190 - 7192

← 1 2 3 4 5 →