Polyethylene Glycol (PEG-400): An Efficient and Recyclable Reaction Medium for the Synthesis of Pyrazolo[3,4-b]pyridin-6(7H)-one Derivatives

被引：28

作者：

Zhong, Xiaoxing ^{[1
]}

Dou, Guolan ^{[1
]}

Wang, Deming ^{[1
]}

机构：

[1] China Univ Min & Technol, Sch Safety Engn, Xuzhou 221116, Jiangsu, Peoples R China

来源：

MOLECULES | 2013年 / 18卷 / 11期

基金：

中国国家自然科学基金;

关键词：

pyrazolo[3,4-b]pyridine-6(7H)-one; recyclable polyethylene glycol; aqueous media; synthesis; METHYLENE-GAMMA-BUTYROLACTONES; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; AQUEOUS-MEDIA; CLAISEN REARRANGEMENT; ACID; MICROWAVE; CATALYST;

D O I：

10.3390/molecules181113139

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A mild and efficient synthesis of pyrazolo[3,4-b]pyridine-6(7H)-one derivatives via a three-component reaction of an aldehyde, Meldrum's acid and 3-methyl-1H-pyrazol-5-amine using recyclable polyethylene glycol (PEG)-400 as a reaction medium is described. This method has the advantages of accessible starting materials, good yields, mild reaction conditions and begin environmentally friendly.

引用

页码：13139 / 13147

页数：9

共 42 条

[1] A novel metal iodide promoted three-component synthesis of substituted pyrrolidines
Bertozzi, F
Gustafsson, M
Olsson, R
[J]. ORGANIC LETTERS, 2002, 4 (18) : 3147 - 3150
[2] Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[3] 2-A
[4] A novel microwave-mediated one-pot synthesis of indolizines via a three-component reaction
Bora, U
Saikia, A
Boruah, RC
[J]. ORGANIC LETTERS, 2003, 5 (04) : 435 - 438
[5] Brelow R., 1983, TETRAHEDRON LETT, V24, P1901
[6] ON THE ORIGIN OF PRODUCT SELECTIVITY IN AQUEOUS DIELS-ALDER REACTIONS
BRESLOW, R
MAITRA, U
[J]. TETRAHEDRON LETTERS, 1984, 25 (12) : 1239 - 1240
[7] A convenient solution and solid-phase synthesis of Δ5-2-oxopiperazines via N-acyliminium ions cyclization
Cheng, JF
Chen, M
Arrhenius, T
Nadzan, A
[J]. TETRAHEDRON LETTERS, 2002, 43 (36) : 6293 - 6295
[8] SYNTHESIS AND CLAISEN REARRANGEMENT OF ALKOXYALLYL ENOL ETHERS - EVIDENCE FOR A DIPOLAR TRANSITION-STATE
COATES, RM
ROGERS, BD
HOBBS, SJ
PECK, DR
CURRAN, DP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) : 1160 - 1170
[9] THE CONFORMATIONAL EQUILIBRIUM OF CHORISMATE IN SOLUTION - IMPLICATIONS FOR THE MECHANISM OF THE NONENZYMATIC AND THE ENZYME-CATALYZED REARRANGEMENT OF CHORISMATE TO PREPHENATE
COPLEY, SD
KNOWLES, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) : 5008 - 5013
[10] High-throughput synthesis of N3-acylated dihydropyrimidines combining microwave-assisted synthesis and scavenging techniques
Dallinger, D
Gorobets, NY
Kappe, CO
[J]. ORGANIC LETTERS, 2003, 5 (08) : 1205 - 1208

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