One-pot synthesis of 1H-pyrazolo[1,2-b] phthalazine-5,10-dione derivatives under solvent-free conditions

被引：51

作者：

Ghorbani-Vaghei, Ramin ^{[1
]}

Noori, Samira ^{[1
]}

Toghraei-Semiromi, Zahra ^{[1
]}

Salimi, Zahra ^{[1
]}

机构：

[1] Bu Ali Sina Univ, Dept Organ Chem, Fac Chem, Hamadan 65174, Iran

来源：

RSC ADVANCES | 2014年 / 4卷 / 89期

关键词：

GREEN SYNTHESIS; EFFICIENT; CATALYST; NANOPARTICLES; HETEROCYCLES;

D O I：

10.1039/c4ra08617a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones were obtained from aldehydes, phthalhydrazide and malononitrile in good to excellent yields at 80-100 degrees C under solvent-free conditions by proceeding through a simple, mild and efficient procedure utilizing N, N, N', N'-tetrabromobenzene-1,3-disulfonamide [TBBDA] and poly(N-bromo-N-ethylbenzene-1,3-disulfonamide) [PBBS] as catalysts.

引用

页码：47925 / 47928

页数：4

共 35 条

[1]

Al'-Assar F., 2002, PHARM CHEM J+, V36, P598, DOI [DOI 10.1023/A:1022665331722, 10.1023/a:1022665331722]

[2] Nano-ZnO: an efficient and reusable catalyst for one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and pyrazolo[1,2-a][1,2,4]triazole-1,3-diones [J].

Azarifar, Ali ;

Nejat-Yami, Razieh ;

Azarifar, Davood .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2013, 10 (02) :297-306

[3] Design and synthesis of some substituted 1H-pyrazolyl-thiazolo[4,5-d]pyrimidines as anti-inflammatory-antimicrobial agents [J].

Bekhit, AA ;

Fahmy, HTY ;

Rostom, SAF ;

Baraka, AM .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (01) :27-36

[4] 3-phenyl-6-(2-pyridyl)methyloxy-1,2,4-triazolo[3,4-α]phthalazines and analogues:: High-affinity γ-aminobutyric acid-A benzodiazepine receptor ligands with α2, α3, and α5-subtype binding selectivity over α1 [J].

Carling, RW ;

Moore, KW ;

Street, LJ ;

Wild, D ;

Isted, C ;

Leeson, PD ;

Thomas, S ;

O'Connor, D ;

McKernan, RM ;

Quirk, K ;

Cook, SM ;

Atack, JR ;

Wafford, KA ;

Thompson, SA ;

Dawson, GR ;

Ferris, P ;

Castro, JL .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (07) :1807-1822

[5]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[6]

2-U

[7]

Eid A I, 1978, J Pharm Belg, V33, P303

[8] An efficient one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives [J].

Ghahremanzadeh, Ramin ;

Shakibaei, Ghazaleh Imani ;

Bazgir, Ayoob .

SYNLETT, 2008, (08) :1129-1132

[9] Facile and mild deprotection of Semicarbazones under solvent-free conditions with N,N,N′,N′-tetrabromo-benzene-1,3-disulfonylamide [J].

Ghorbani-Vaghei, R ;

Shahbazee, E .

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2005, 16 (3B) :647-649

[10] Mild and regioselective bromination of aromatic compounds with N,N,N′,N′-tetrabromobenzene-1,3-disulfonylamide an poly (N-bromobenzene-1,3-di-sulfonylamide) [J].

Ghorbani-Vaghei, R ;

Jalili, H .

SYNTHESIS-STUTTGART, 2005, (07) :1099-1102

← 1 2 3 4 →