Catalyst-free three-component synthesis of 2-amino-4,6-diarylpyridine-3-carbonitriles under solvent-free conditions

被引:6
作者
Sayahi, Mohammad Hosein [1 ]
Saghanezhad, Seyyed Jafar [2 ]
Mandavi, Mohammad [3 ]
机构
[1] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran
[2] ACECR Prod Technol Res Inst, POB 61396-84689, Ahvaz, Iran
[3] Univ Tehran Med Sci, Endocrinol & Metab Clin Sci Inst, Endocrinol & Metab Res Ctr, POB 14117-13137, Tehran, Iran
关键词
acetophenone oximes; 2-amino-4,6-diarylpyridine-3-carbonitriles; solvent-free synthesis; ONE-POT SYNTHESIS; 2-AMINO-3-CYANOPYRIDINE DERIVATIVES; EFFICIENT; INHIBITORS; DISCOVERY;
D O I
10.1007/s10593-019-02527-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel efficient one-pot synthesis of 2-amino-4,6-diarylpyridine-3-carbonitriles is described. Method involves heating the mixture of an acetophenone oxime, aldehyde, and malononitrile without any catalyst under solvent-free conditions to give the title compounds in good to high yields.
引用
收藏
页码:725 / 728
页数:4
相关论文
共 32 条
[11]  
GEWALD K, 1986, Z CHEM, V26, P434
[12]   Synthesis of 2,3-diaryl-5H-imidazo[2,1-a]isonadol-5-ones via the one-pot reaction of 1,2-diketones, 2-formylbenzoic acids, and ammonium acetate [J].
Hosseini-Zare, Maryam Sadat ;
Mahdavi, Mohammad ;
Saeedi, Mina ;
Asadi, Mehdi ;
Javanshir, Shahrzad ;
Shafiee, Abbas ;
Foroumadi, Alireza .
TETRAHEDRON LETTERS, 2012, 53 (27) :3448-3451
[13]   SYNTHESIS OF N-GLYCOSYLATED PYRIDINES AS NEW ANTIVIRAL AGENTS [J].
IBRAHIM, ES ;
ELGEMEIE, GEH ;
ABBASI, MM ;
ABBAS, YA ;
ELBADAWI, MA ;
ATTIA, AME .
NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (06) :1415-1423
[14]   A concise and versatile synthesis of 2-amino-3-cyanopyridine derivatives in 2,2,2-trifluoroethanol [J].
Khaksar, Samad ;
Yaghoobi, Mandana .
JOURNAL OF FLUORINE CHEMISTRY, 2012, 142 :41-44
[15]   A Multicomponent Synthesis of 2-Amino-3-cyanopyridine Derivatives Catalyzed by Heterogeneous and Recyclable Copper Nanoparticles on Charcoal [J].
Khalifeh, Reza ;
Ghamari, Mahdiyeh .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2016, 27 (04) :759-768
[16]  
KHALIL ZH, 1990, J INDIAN CHEM SOC, V67, P821
[17]   2-amino-6-furan-2-yl-4-substituted nicotinonitriles as A2A adenosine receptor antagonists [J].
Mantri, Monica ;
de Graaf, Olivier ;
van Veldhoven, Jacobus ;
Goblyos, Aniko ;
von Frijtag, Jacobien K. ;
Kuenzel, Drabbe ;
Mulder-Krieger, Thea ;
Link, Regina ;
de Vries, Henk ;
Beukers, Margot W. ;
Brussee, Johannes ;
Ijzerman, Adriaan P. .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (15) :4449-4455
[18]   Discovery of novel and selective IKK-β serine-threonine protein kinase inhibitors.: Part 1 [J].
Murata, T ;
Shimada, M ;
Sakakibara, S ;
Yoshino, T ;
Kadono, H ;
Masuda, T ;
Shimazaki, M ;
Shintani, T ;
Fuchikami, K ;
Sakai, K ;
Inbe, H ;
Takeshita, K ;
Niki, T ;
Umeda, M ;
Bacon, KB ;
Ziegelbauer, KB ;
Lowinger, TB .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (05) :913-918
[19]   Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst [J].
Niknam, Khodabakhsh ;
Jamali, Abbas ;
Tajaddod, Marzieh ;
Deris, Abdollah .
CHINESE JOURNAL OF CATALYSIS, 2012, 33 (08) :1312-1317
[20]   Efficient multi-component synthesis of 1,4-benzodiazepine-3,5-diones: a Petasis-based approach [J].
Noushini, Saeedeh ;
Mahdavi, Mohammad ;
Firoozpour, Loghman ;
Moghimi, Setareh ;
Shafiee, Abbas ;
Foroumadi, Alireza .
TETRAHEDRON, 2015, 71 (36) :6272-6275