An Approach to the Diastereoselective Synthesis of Cyclohexane-1,3-dicarboxamide Derivatives via a Pseudo Five-Component Reaction Based on Diketene

被引:16
作者
Talaei, Bahareh [1 ]
Heravi, Majid M. [1 ]
Oskooie, Hossein A. [1 ]
Rezvanian, Atieh [1 ]
机构
[1] Alzahra Univ, Phys & Chem Fac, Tehran, Iran
基金
美国国家科学基金会;
关键词
diketene; cyclohexanone; multicomponent reaction; one-pot reaction; diastereoselective synthesis; BETA-KETO-ESTERS; ONE-POT; MULTICOMPONENT REACTIONS; REGIOSELECTIVE SYNTHESIS; 4-COMPONENT REACTION; 3-COMPONENT REACTION; AROMATIC-ALDEHYDES; EFFICIENT; GREEN; FORMALDEHYDE;
D O I
10.1055/s-0036-1590980
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot pseudo five-component reaction for the synthesis of 2-aryl-4-hydroxy-4-methyl-6-oxo-N-1, N-3-dialkylcyclohexane-1,3-dicarboxamide derivatives involving different primary amines, various aromatic aldehydes, and diketene in the presence of triethylamine with high yields is achieved.
引用
收藏
页码:225 / 229
页数:5
相关论文
共 61 条
[1]   One-pot synthesis of 4,5-dihydro-1H-pyrrol-3-carboxamide derivatives via a four-component reaction [J].
Alizadeh, Abdolah ;
Rezvanian, Atieh ;
Zhu, Long-Guan .
TETRAHEDRON, 2008, 64 (02) :351-355
[2]   Synthesis of highly functionalized pyrrole derivatives via a four-component reaction of two primary Amines and diketene in the presence of nitrostyrene [J].
Alizadeh, Abdolali ;
Rezvanian, Atieh ;
Bijanzadeh, Hamid R. .
SYNTHESIS-STUTTGART, 2008, (05) :725-728
[3]  
[Anonymous], 2015, SPECTROSCOPIC IDENTI
[4]  
Chebanov V.A., 2004, CHEM HETEROCYCL COM+, V40, P475
[5]   DIKETENE [J].
CLEMENS, RJ .
CHEMICAL REVIEWS, 1986, 86 (02) :241-318
[6]   Synthesis of functionalized alkyl-substituted cyclohexanones, pyridines, and 2,3,5,6,7,8-hexahydroisoquinolines by condensation of aliphatic aldehydes with CH acids [J].
Dyachenko, V. D. ;
Karpov, E. N. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (12) :1787-1796
[7]  
Dzvinchuk I. B., 2001, CHEM HETEROCYCL COMP, V37, P506, DOI DOI 10.1023/A:1017668408493
[8]  
FIELD J B, 1958, Antibiot Annu, V6, P547
[9]  
Fu Y, 2004, CHEM RES CHINESE U, V20, P124
[10]   Photoinduced Multicomponent Reactions [J].
Garbarino, Silvia ;
Ravelli, Davide ;
Protti, Stefano ;
Basso, Andrea .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (50) :15476-15484