Catalyst- and chromatography-free synthesis of pyrrole-substituted indolinone derivatives in water

被引：6

作者：

Ahmad, Nazim A. A. ^{[1
]}

Rokade, Sunil M. ^{[1
]}

Garande, Ashok M. ^{[1
]}

Bhate, Prakash M. ^{[1
]}

机构：

[1] Inst Chem Technol, Dept Dyestuff Technol, Bombay 400019, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 40期

关键词：

3-(Pyrrol-1-yl)-indolin-2-one; Isatin; trans-4-Hydroxy-L-proline; Green chemistry; ONE-POT SYNTHESIS; THIAMINE HYDROCHLORIDE VB1; ORGANIC-REACTIONS; EFFICIENT PROMOTER; AQUEOUS-MEDIA; SOLVENT-FREE; CHEMISTRY; FOCUS;

D O I：

10.1016/j.tetlet.2014.08.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrole-substituted indolinone derivatives were synthesized by the reaction of 4-hydroxyproline and isatin derivatives in water under catalyst-free conditions. The main advantages of this protocol besides the use of water as a solvent include short reaction time, practical simplicity, and high yield. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：5458 / 5461

页数：4

共 44 条

[31] Thiamine hydrochloride (VB1): an efficient promoter for the one-pot synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and [1,2,4]triazolo[1,5-a] pyrimidine derivatives in water medium [J].

Liu, Junhua ;

Lei, Min ;

Hu, Lihong .

GREEN CHEMISTRY, 2012, 14 (03) :840-846

[32]

Malinka W., 2005, Farmaco (Lausanne), V60, P15, DOI 10.1016/j.farmac.2004.10.002

[33] Synthesis and pharmacological screening of some N-(4-substituted-piperazin-1-ylalkyl)-3,4-pyrroledicarboximides [J].

Malinka, W ;

Sieklucka-Dziuba, M ;

Rajtar, G ;

Rubaj, A ;

Kleinrok, Z .

FARMACO, 1999, 54 (06) :390-401

[34] Acceleration of organic reactions through aqueous solvent effects [J].

Pirrung, MC .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (05) :1312-1317

[35] A novel route for the synthesis of 3-(pyrrol-1-yl)-indolin-2-ones [J].

Sarkar, Swarbhanu ;

Saha, Bidula ;

Naskar, Subhendu .

JOURNAL OF CHEMICAL RESEARCH, 2012, (10) :581-583

[36]

Shibo J., 2004, CHEMOTHERAPY, V48, P4349

[37] Clean chemical synthesis of 2-amino-chromenes in water catalyzed by nanostructured diphosphate Na2CaP2O7 [J].

Solhy, Abderrahim ;

Elmakssoudi, Abdelhakim ;

Tahir, Rachid ;

Karkouri, Mohammed ;

Larzek, Mohamed ;

Bousmina, Mosto ;

Zahouily, Mohamed .

GREEN CHEMISTRY, 2010, 12 (12) :2261-2267

[38] Novel aqueous phase supramolecular synthesis of 3-pyrrolylindolin-2-ones and pyrrolylindeno[1,2-b]quinoxalines [J].

Sridhar, R. ;

Srinivas, B. ;

Kumar, V. Pavan ;

Reddy, V. Prakash ;

Kumar, A. Vijay ;

Rao, K. Rama .

ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (10) :1489-1492

[39] The chemistry of isatin [J].

Sumpter, WC .

CHEMICAL REVIEWS, 1944, 34 (03) :393-434

[40] Water mediated trapping of active methylene intermediates generated by IBX-induced oxidation of Baylis-Hillman adducts with nucleophiles [J].

Tan, Jia-Neng ;

Li, Haoquan ;

Gu, Yanlong .

GREEN CHEMISTRY, 2010, 12 (10) :1772-1782

← 1 2 3 4 5 →