Synthesis of poly-functionalized pyrazoles under Vilsmeier-Haack reaction conditions

被引：8

作者：

Popov, Aleksandr V. ^{[1
]}

Kobelevskaya, Valentina A. ^{[1
]}

Larina, Ludmila I. ^{[1
]}

Rozentsveig, Igor B. ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia

来源：

ARKIVOC | 2019年

关键词：

Pyrazoles; 5-chloropyrazoles; pyrazole-4-carbaldehydes; Vilsmeier-Haack reaction; formylation; KETONES; FORMYLATION; DERIVATIVES;

D O I：

10.24820/ark.5550190.p010.934

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of 1,3-disubstituted 5-chloro-1H-pyrazole-4-carbaldehydes was achieved by formylation of the corresponding 5-chloro-1H-pyrazoles under Vilsmeier-Haack conditions. [GRAPHICS] .

引用

页码：1 / 14

页数：14

共 38 条

[1] Pyrazole-3(4)-carbaldehyde: synthesis, reactions and biological activity [J].

Abdel-Wahab, Bakr F. ;

Khidre, Rizk E. ;

Farahat, Abdelbasset A. .

ARKIVOC, 2011, :196-245

[2] Synthesis of some new pyrimido[2′,1′:2,3]thiazolo[4,5-b]quinoxaline derivatives as anti-inflammatory and analgesic agents [J].

Abu-Hashem, A. A. ;

Gouda, M. A. ;

Badria, F. A. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) :1976-1981

[3] Review: biologically active pyrazole derivatives [J].

Ansari, Anam ;

Ali, Abad ;

Asif, Mohd ;

Shamsuzzaman .

NEW JOURNAL OF CHEMISTRY, 2017, 41 (01) :16-41

[4]

Ardiansah B., 2017, ASIAN J PHARM CLIN R, V10, P45, DOI [10.22159/ajpcr.2017.v10i12.22065, DOI 10.22159/AJPCR.2017.V10I12.22065]

[5] Vilsmeier-Haack formylation of 1H-pyrazoles [J].

Badalyan, K. S. ;

Akopyan, A. E. ;

Attaryan, H. S. ;

Asratyan, G. V. .

RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (04) :793-795

[6] Design, synthesis, and pharmacological profile of novel fused pyrazolo[4,3-d]pyridine and pyrazolo[3,4-b][1,8]naphthyridine isosteres:: A new class of potent and selective acetylcholinesterase inhibitors [J].

Barreiro, EJ ;

Camara, CA ;

Verli, H ;

Brazil-Más, L ;

Castro, NG ;

Cintra, WM ;

Aracava, Y ;

Rodrigues, CR ;

Fraga, CAM .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (07) :1144-1152

[7] Synthesis of poly-functionalized pyrazoles and pyridazines from nitrobutadienes: an interesting dichotomy of practical relevance [J].

Bianchi, Lara ;

Carloni-Garaventa, Alessandro ;

Maccagno, Massimo ;

Pani, Marcella ;

Petrillo, Giovanni ;

Scapolla, Carlo ;

Tavani, Cinzia .

TETRAHEDRON, 2015, 71 (40) :7550-7561

[8] Regioselective rapid analogue syntheses of 1-methyl-3,5-diarylpyrazoles via palladium-catalysed coupling to 3(5)-pyrazolyl nonaflates [J].

Bourrain, S ;

Ridgill, M ;

Collins, I .

SYNLETT, 2004, (05) :795-798

[9] 1-alkylpyrazoles and 1-alkyl-5-chloropyrazoles from halovinyl ketones and 1,1-dialkylhydrazines [J].

Bozhenkov, G. N. ;

Savosik, V. A. ;

Klyba, L. V. ;

Zhanchipova, E. R. ;

Mirskova, A. N. ;

Levkovskaya, G. G. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (08) :1194-1199

[10] Distinguishing Features of reactions of 2-chloro- and 2,2-dichloro(bromo)vinyl ketones with alkyl- and arylhydrazines [J].

Bozhenkov, G. V. ;

Savosik, V. A. ;

Larina, L. I. ;

Klyba, L. V. ;

Zhanchipova, E. R. ;

Mirskova, A. N. ;

Levkovskaya, G. G. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (07) :1014-1023

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