Microwave-Assisted Synthesis of Fused and Substituted 2-Aminopyridines from β-Halo α,β-Unsaturated Aldehydes

被引：6

作者：

Gogoi, Junali ^{[1
]}

Gogoi, Pranjal ^{[1
]}

Goswami, Limi ^{[1
]}

Boruah, Romesh C. ^{[1
]}

机构：

[1] CSIR North East Inst Sci & Technol, Div Med Chem, Jorhat 785006, Assam, India

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 13期

关键词：

steroids; pyridines; enals; Knoevenagel reactions; cyclizations; ONE-POT SYNTHESIS; EFFICIENT METHOD; FACILE SYNTHESIS; INHIBITORS; PYRIDINES; DISCOVERY; PART;

D O I：

10.1055/s-0034-1380516

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Aminopyridines were synthesized from -halo ,-unsaturated aldehydes by a microwave-assisted Knoevenagel reaction. The -halo-,-unsaturated aldehydes were, in turn, efficiently synthesized from the corresponding ketones by a Vilsmeier formylation reaction. The protocol was used to synthesize several novel steroidal and nonsteroidal fused 2-aminopyridine derivatives.

引用

页码：1905 / 1912

页数：8

共 43 条

[1] Anderson David R., 2004, PCT Int. Appl., Patent No. [WO 2004055015 A1, 2004055015]
[2] Direct Metalation of Heteroaromatic Esters and Nitriles Using a Mixed Lithium-Cadmium Base. Subsequent Conversion to Dipyridopyrimidinones
Bentabed-Ababsa, Ghenia
Ely, Sidaty Cheikh Sid
Hesse, Stephanie
Nassar, Ekhlass
Chevallier, Floris
Nguyen, Tan Tai
Derdour, Aicha
Mongin, Florence
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (03) : 839 - 847
[3] Microwave-assisted novel and efficient one-pot synthesis of fused steroidal and non-steroidal isothiazoles
Bezbaruah, Pranjal
Gogoi, Junali
Rao, Kommuri S.
Gogoi, Pranjal
Boruah, Romesh C.
[J]. TETRAHEDRON LETTERS, 2012, 53 (33) : 4389 - 4392
[4] KF/Al2O3/PEG-400: An Efficient Catalytic System for the Fiesselmann-Type Synthesis of Thiophene Derivatives
Bezboruah, Pranjal
Gogoi, Pranjal
Gogoi, Junali
Boruah, Romesh C.
[J]. SYNTHESIS-STUTTGART, 2013, 45 (10): : 1341 - 1348
[5] Chen H., 2005, WO, Patent No. [2005058315A1, 2005058315, 2005/058315]
[6] Chichibabin A. E., 1914, J RUSS PHYS CHEM SOC, V46, P1216
[7] Synthesis and antiproliferative activity of 2,6-dibenzylamino-3,5-dicyanopyridines on human cancer cell lines
Cocco, MT
Congiu, C
Lilliu, V
Onnis, V
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (12) : 1365 - 1372
[8] Discovery of structurally diverse HIV-1 integrase inhibitors based on a chalcone pharmacophore
Deng, Jinxia
Sanchez, Tino
Al-Mawsawi, Laith Q.
Dayam, Raveendra
Yunes, Rosendo A.
Garofalo, Antonio
Bolger, Michael B.
Neamati, Nouri
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (14) : 4985 - 5002
[9] Goetz AE, 2013, NAT CHEM, V5, P54, DOI [10.1038/NCHEM.1504, 10.1038/nchem.1504]
[10] One-Pot Stereoselective Synthesis of (Z)-β-Ketoenamides from β-Halo α, β-Unsaturated Aldehydes
Gogoi, Junali
Gogoi, Pranjal
Boruah, Romesh C.
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (16) : 3483 - 3490

← 1 2 3 4 5 →