REGIOSELECTIVE SYNTHESIS OF 1,3,5-TRISUBSTITUTED PYRAZOLES

被引：35

作者：

Desai, Vidya G. ^{[1
]}

Satardekar, Pooja C. ^{[1
]}

Polo, Sampada ^{[1
]}

Dhumaskar, Kashinath ^{[1
]}

机构：

[1] Dnyanprassarak Mandals Coll Arts Sci & Commerce, Dept Chem, Bardez 403507, Goa, India

来源：

SYNTHETIC COMMUNICATIONS | 2012年 / 42卷 / 06期

关键词：

Chalcones; hydrazones; oxidative cyclization; pyrazoles; regioselective; OXIDATION; ARYLHYDRAZONES; DERIVATIVES; CHALCONES;

D O I：

10.1080/00397911.2010.531492

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

A new and a simple approach toward synthesis of 1,3,5-trisubstituted pyrazoles from chalcone arylhydrazones via oxidative cyclization has been achieved. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone was successfully used as an oxidizing agent to give excellent yields of pyrazoles.

引用

页码：836 / 842

页数：7

共 30 条

[1]

Iodobenzene Diacetate Mediated Oxidation of N-Substituted Hydrazones of Chalcones: An Efficient Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles [J].

Aggarwal, Ranjana ;

Kumar, Rajiv .

SYNTHETIC COMMUNICATIONS, 2009, 39 (12) :2169-2177

[2]

Silica-supported 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a useful reagent for microwave-assisted aromatization of 1,3,5-trisubstituted pyrazolines under solvent-free conditions [J].

Azarifar, D ;

Zolfigol, MA ;

Maleki, B .

SYNTHESIS-STUTTGART, 2004, (11) :1744-1746

[3]

Azarifar D, 2004, B KOREAN CHEM SOC, V25, P23

[4]

Synthesis and characterization of new 3,5-dinaphthyl substituted 2-pyrazolines and study of their antimicrobial activity [J].

Azarifar, D ;

Shaebanzadeh, M .

MOLECULES, 2002, 7 (12) :885-895

[5]

Microwave-promoted oxidation of 1,3,5-trisubstituted 4,5-dihydro-1H-pyrazoles by in-situ generation of NO+ and NO2+ respectively from sodium nitrite and sodium nitrate in acetic acid [J].

Azarifar, Davood ;

Maleki, Behrooz ;

Sahraei, Mahta .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (02) :563-565

[6]

OXIDATION WITH METAL OXIDES .2. OXIDATION OF CHALCONE PHENYLHYDRAZONES PYRAZOLINES OMICRON-AMINOBENZYLIDINE ANILS AND OMICRON-HYDROXY BENZYLIDINE ANILS WITH MANGANESE DIOXIDE [J].

BHATNAGAR, I ;

GEORGE, MV .

TETRAHEDRON, 1968, 24 (03) :1293-+

[7]

Regioselective synthesis of 1,3,5-tri- and 1,3,4,5-tetrasubstituted pyrazoles from N-arylhydrazones and nitroolefins [J].

Deng, Xiaohu ;

Mani, Neelakandha S. .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (06) :2412-2415

[8]

A novel and convenient method for the synthesis of 3, 5-diarylisoxazoles [J].

Desai, VG ;

Tilve, SG .

SYNTHETIC COMMUNICATIONS, 1999, 29 (17) :3017-3020

[9]

FAIDALLAH HM, 1988, INDIAN J CHEM B, V27, P245

[10]

Gella I.M., 2001, Visnik Kharkivs'kogo Natsional'nogo Universitetu im. V. N. Karazina, V532, P103

← 1 2 3 →