Thiourea dioxide catalyzed multi-component coupling reaction for the one step synthesis of naphthopyran derivatives

被引：41

作者：

Verma, Sanny ^{[1
]}

Jain, Suman L. ^{[1
]}

机构：

[1] CSIR Indian Inst Petr, Div Chem Sci, Dehra Dun 248005, Uttar Pradesh, India

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 45期

关键词：

Naphthopyran; Multicomponent coupling; Thiourea dioxide; Organocatalyst; ONE-POT SYNTHESIS; BASIC IONIC LIQUID; ASYMMETRIC ORGANOCATALYSIS; RECYCLABLE CATALYST; DOMINO; ACID;

D O I：

10.1016/j.tetlet.2012.08.118

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An aqueous solution of thiourea dioxide was used to catalyze a one-pot three-component coupling reaction of an aromatic aldehyde, malononitrile, and alpha- or beta-naphthol for the synthesis of various naphthopyran derivatives in excellent yields. At the end of the reaction, the product was isolated by filtration or extraction and the remaining aqueous solution of thiourea dioxide was reused as such for several subsequent runs. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：6055 / 6058

页数：4

共 49 条

[41] Clean chemical synthesis of 2-amino-chromenes in water catalyzed by nanostructured diphosphate Na2CaP2O7
Solhy, Abderrahim
Elmakssoudi, Abdelhakim
Tahir, Rachid
Karkouri, Mohammed
Larzek, Mohamed
Bousmina, Mosto
Zahouily, Mohamed
[J]. GREEN CHEMISTRY, 2010, 12 (12) : 2261 - 2267
[42] Tietze L.F., 2006, Domino Reactions in Organic Synthesis
[43] Thiourea dioxide in water as a recyclable catalyst for the synthesis of structurally diverse dihydropyrido[2,3-d]pyrimidine-2,4-diones
Verma, Sanny
Jain, Suman L.
[J]. TETRAHEDRON LETTERS, 2012, 53 (21) : 2595 - 2600
[44] Thiourea dioxide promoted efficient organocatalytic one-pot synthesis of a library of novel heterocyclic compounds
Verma, Sanny
Kumar, Subodh
Jain, Suman L.
Sain, Bir
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (20) : 6943 - 6948
[45] PEG-embedded thiourea dioxide (PEG.TUD) as a novel organocatalyst for the highly efficient synthesis of 3,4-dihydropyrimidinones
Verma, Sanny
Jain, Suman L.
Sain, Bir
[J]. TETRAHEDRON LETTERS, 2010, 51 (52) : 6897 - 6900
[46] Xiaoyan H., 2005, EUR J ORG CHEM, P1500
[47] An enantioselective Biginelli reaction catalyzed by a simple chiral secondary amine and achiral Bronsted acid by a dual-activation route
Xin, Junguo
Chang, Lu
Hou, Zongrui
Shang, Deju
Liu, Xiaohua
Feng, Xiaoming
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (10) : 3177 - 3181
[48] One-pot synthesis of 3,4-dihydropyrimidin-2(1,H)-ones using chloroacetic acid as catalyst
Yu, Yang
Liu, Di
Liu, Chunsheng
Luo, Genxiang
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (12) : 3508 - 3510
[49] Solvent-free One-pot Approach for Synthesis of Substituted 2-Aminochromenes
Zhou, Dong
Ren, Zhongjiao
Cao, Weiguo
Chen, Jie
Deng, Hongmei
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (06) : 1865 - 1867

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