Isobutyraldehyde in the synthesis of isopropyl-substituted 4H-pyrans, 1,4-dihydropyrano[2,3-c]pyrazole, 1,4-dihydropyridines, and cyclobutane

被引:15
作者
Dyachenko, VD [1 ]
Chernega, AN
机构
[1] Shevchenko Natl Pedagog Univ, Lugansk, Ukraine
[2] Natl Acad Sci, Inst Organ Chem, Kiev, Ukraine
关键词
D O I
10.1007/s11176-005-0351-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Condensation of isobutyraldehyde with CH acids, such as acetoacetanilide, dimedone, acetoacetamide, ethyl benzoylacetate, resorcinol, cyanoacetic acid, malononitrile, 3-methyl-1-ethyl-2-pyrazolin-5-one, benzoylacetone, and cyanoacetamide, in the presence of amines gave isopropyl-substituted 4H-pyrans, 1,4dihydropyrano[2,3-c]pyrazole, 4H-benzo[b]pyranes, 1,4-dihydropyridines, and 1,1-dicyano-2-(1-cyano-lethoxycarbonyl)methyl-4-isopropyl-3,3-dimethyleyclobutane. The structure of the latter product was studied by X-ray diffraction analysis.
引用
收藏
页码:952 / 960
页数:9
相关论文
共 50 条
[21]   Efficient Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Using Snail Shell as a Biodegradable and Reusable Catalyst [J].
Benzekri, Zakaria ;
Sibous, Sara ;
Serrar, Houda ;
Boukhris, Said ;
Hassikou, Amina ;
Ghailane, Rachida ;
Souizi, Abdelaziz .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2019, 51 (06) :566-575
[22]   A clean and simple synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazole in water [J].
Jin, TS ;
Wang, AQ ;
Cheng, ZL ;
Zhang, JS ;
Li, TS .
SYNTHETIC COMMUNICATIONS, 2005, 35 (01) :137-143
[23]   One-Pot Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Catalyzed by Basic Ionic Liquids [J].
Li, Xiaojun ;
Guo, Hongyun .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (01) :127-132
[24]   Nano ZrP2O7 Catalyzed Multicomponent Reaction for an Easy Access of 4H-pyrans and 1,4-dihydropyridines [J].
Safaei-Ghomi, Javad ;
Shahbazi-Alavi, Hossein ;
Teymuri, Raheleh .
POLYCYCLIC AROMATIC COMPOUNDS, 2016, 36 (05) :834-847
[25]   Synthesis of 3-methyl-6-amino-5-cyano-4-aryl-1-phenyl-1,4-dihydropyrano [2,3-c]pyrazole catalysed by KF-montmorillonite [J].
Wu, Nan ;
Li, Xinnian ;
Wang, Yumei ;
Shi, Daqing .
JOURNAL OF CHEMICAL RESEARCH, 2008, (01) :16-17
[26]   ONE-POT FOUR-COMPONENT SYNTHESIS OF 1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILES CATALYZED BY POTASSIUM PHTHALIMIDE [J].
Kiyani, Hamzeh ;
Bamdad, Maryam .
REVUE ROUMAINE DE CHIMIE, 2017, 62 (03) :221-226
[27]   New synthesis of ethyl 6-amino-4-aryl-5-cyano-1,4-dihydropyrano[2,3-c]pyrazole-3-carboxylates [J].
V. L. Gein ;
T. M. Zamaraeva ;
I. V. Kozulina .
Russian Journal of Organic Chemistry, 2014, 50 :691-693
[28]   New synthesis of ethyl 6-amino-4-aryl-5-cyano-1,4-dihydropyrano[2,3-c]pyrazole-3-carboxylates [J].
Gein, V. L. ;
Zamaraeva, T. M. ;
Kozulina, I. V. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (05) :691-693
[29]   Synthesis of the C-2 functionalized 1,4-dihydropyridines [J].
Zenouz, AM ;
Allahverdi, S ;
Raissossadat, M ;
Sadeghi, Q .
ASIAN JOURNAL OF CHEMISTRY, 2005, 17 (04) :2639-2643
[30]   Synthesis and crystal structure of 3-methyl-5-cyano-6-amino-1-phenyl-4-(3,4-dimethoxylphenyl)-1,4-dihydropyrano[2,3-c]pyrazole [J].
Wang, XS ;
Shi, DQ ;
Rong, LC ;
Yao, CS ;
Dai, GY .
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2003, 22 (03) :331-335