Synthesis of some 1-aryl-3,5-disubstituted-pyrazoles by N-arylation of 3,5-disubstituted-pyrazoles with 4-fluoro and 2-fluoronitrobenzene under microwave irradiation and classical heating

被引：14

作者：

Bouabdallah, Ibrahim ^{[1
]}

Touzani, Rachid

Zidane, Ismail

Ramdani, Abdelkrim

Radi, Smaail

机构：

[1] Univ Mohamed Ier, Fac Sci, Dept Chim, Chim Organ Phys Lab, Oujda, Morocco

[2] Univ Mohamed Ier, Fac Pluridisciplinaire Nador, Selouane 62700, Nador, Morocco

来源：

ARKIVOC | 2006年

关键词：

pyrazole; N-arylation; microwave irradiation; classical heating;

D O I：

10.3998/ark.5550190.0007.c16

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Arylation of 3,5-disubstituted-pyrazoles with 4-fluoro and 2-fluoronitrobenzene under microwave irradiation conditions with and without solvent compared to the classical heating afforded, N-arylation regioisomers in yields depending on the method used. The structures of compounds : 1-aryl-3,5-disubstituted-pyrazoles were confirmed by IR, H-1-NMR, C-13-NMR spectroscopy, elemental analysis and mass spectrometry.

引用

页码：138 / 144

页数：7

共 20 条

[1]

Bouabdallah I, 2005, J CHEM RES, P242

[2] SYNTHESIS OF P-NITROPHENYLAZOLES BY PHASE-TRANSFER CATALYSIS WITHOUT SOLVENT [J].

CERRADA, ML ;

ELGUERO, J ;

DELAFUENTE, J ;

PARDO, C ;

RAMOS, M .

SYNTHETIC COMMUNICATIONS, 1993, 23 (14) :1947-1952

[3]

ELGUERO J, 1966, B SOC CHIM FR, P2832

[4] THE PREPARATION OF SOME TRINITROPHENYLPYRAZOLES [J].

FINAR, IL ;

HURLOCK, RJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (JUL) :3024-3027

[5]

HUPPATZ JL, 1972, TETRAHEDRON LETT, P3637

[6]

KASHIMA C, 1994, SYNTHESIS-STUTTGART, P61

[7]

Kost AN, 1966, ADV HETEROCYCLIC CHE, V6, P347, DOI DOI 10.1016/S0065-2725(08)60579-6

[8] CHELATION-CONTROLLED REGIOSELECTIVITY IN THE SYNTHESIS OF SUBSTITUTED PYRAZOLYLPYRIDINE LIGANDS .1. BIDENTATES [J].

LUO, Y ;

POTVIN, PG .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (07) :1761-1765

[9] Tetrapyrazolic tripods. Synthesis and preliminary use in metal ion extraction [J].

Malek, F ;

Ramdani, A ;

Zidane, I ;

Yahyi, A ;

Radi, S .

TETRAHEDRON, 2005, 61 (12) :2995-2998

[10]

Malek F, 2004, J CHEM RES, P640

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