SYNTHESES OF TRIAZOLOQUINOXALINES

被引：13

作者：

Baashen, Mohammed A. ^{[1
]}

Abdel-Wahab, Bakr F. ^{[1
,2
]}

El-Hiti, Gamal A. ^{[3
]}

机构：

[1] Shaqra Univ, Coll Sci & Humanities, Dept Chem, Duwadimi, Saudi Arabia

[2] Natl Res Ctr, Appl Organ Chem Dept, Giza, Egypt

[3] King Saud Univ, Coll Appl Med Sci, Dept Optometry, POB 10219, Riyadh 11433, Saudi Arabia

来源：

HETEROCYCLES | 2016年 / 92卷 / 11期

关键词：

ADENOSINE RECEPTOR ANTAGONISTS; BIOLOGICAL EVALUATION; QUINOXALINES; BENZODIAZEPINE; POTENT; DERIVATIVES; ANTITUMOR; ANALOGS;

D O I：

10.3987/REV-16-847

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This review summarizes the synthetic procedures for the production of various types of triazoloquinoxaline derivatives. Synthesis of triazolo[1,5-a]-, triazolo[4,3-a]-, triazolo[4,5-g]- and bis-triazoloquinoxalines are given. The main synthetic methods involve diazotization of 2-nitroanilines, then reaction with acid chloride derivatives followed by reduction of nitro groups and ring closure; ring closure of N-(2-alkynyl)-2-azido-anilines; reaction of 2,3-dichloroquinoxalines with acid hydrazides, or hydrazine hydrates and carbonyl compounds and reaction of 1,2-diaminobenzenes with hydrazonoyl halides. Triazoloquinoxalines are important intermediates for the design of novel biologically active molecules.

引用

页码：1931 / 1952

页数：22

共 62 条

[1] Fused mesoionic heterocycles:: synthesis of [1,2,3]triazolo[1,5-a]quinoline, [1,2,3]triazolo[1,5-a]quinazoline, [1,2,3]triazolo[1,5-a]quinoxaline and [1,2,3]triazolo[5,1-c]benzotriazine derivatives [J].

Abbott, PA ;

Bonnert, RV ;

Caffrey, MV ;

Cage, PA ;

Cooke, AJ ;

Donald, DK ;

Furber, M ;

Hill, S ;

Withnall, J .

TETRAHEDRON, 2002, 58 (16) :3185-3198

[2] SYNTHETIC PROFILE TO VARIOUS THIAZOLOQUINOLINES [J].

Abdel-Wahab, Bakr F. .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2015, 190 (11) :1791-1802

[3] Copper(II) chloride mediated synthesis and DNA photocleavage activity of 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines [J].

Aggarwal, Ranjana ;

Sumran, Garima ;

Kumar, Virender ;

Mittal, Ashwani .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (12) :6083-6088

[4]

Ajani O. O., 2009, Canadian Journal of Pure & Applied Sciences, V3, P983

[5] Synthesis, Characterization and Biological Evaluation of Some Quinoxaline Derivatives: A Promising and Potent New Class of Antitumor and Antimicrobial Agents [J].

Al-Marhabi, Aisha R. ;

Abbas, Hebat-Allah S. ;

Ammar, Yousry A. .

MOLECULES, 2015, 20 (11) :19805-19822

[6]

Alswah M., 2013, ISRN ORG CHEM, DOI [10.1155/2013/587054, DOI 10.1155/2013/587054]

[7] Synthesis of 4-(1-Phenyl-1H-pyrazol-3-yl)-[1,2,4] triazolo[4,3a] quinoxalines and Their 4-Halogenopyrazolyl Analogs [J].

Atta, Kamal F. M. ;

El Ashry, El Sayed H. .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (05) :1216-1223

[8] SYNTHESIS OF 4(PYRAZOL-3-YL)[1,2,4]TRIAZOLO[4,3-A]QUINOXALINES AND TETRAZOLO ANALOG [J].

ATTA, KF ;

ELMASSRY, AM ;

HAMID, HA ;

ELASHRY, ESH ;

AMER, A .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (02) :549-552

[9] Synthesis of certain substituted quinoxalines as antimicrobial agents (part II) [J].

Badran, MM ;

Abouzid, KAM ;

Hussein, MHM .

ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (02) :107-113

[10]

Benbow J., 2004, Substituted 4- Amino[1,2,4]Triazolo[4,3-a]quinoxalines. US, Patent No. [2004/0192698 A1, 20040192698]

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