Microwave-assisted synthesis of quinoxalines, benzoxazines, and benzothiazines under solvent-free conditions

被引：20

作者：

Heravi, MM ^{[1
]}

Nami, N ^{[1
]}

Oskooie, HA ^{[1
]}

Hekmatshoar, R ^{[1
]}

机构：

[1] Alzahra Univ, Sch Sci, Dept Chem, Tehran, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2005年 / 180卷 / 08期

关键词：

benzothiazine; henzoxazine; dialkyl acetylenedicarboxylate; quinoxaline;

D O I：

10.1080/104265090889585

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The addition of dialkyl acetylenedicarboxylate to o-phenylenediamine, o-aminophenol, and o-aminothiophenol under microwave it-radiation in solventless System rapidly afforded quinoxaline, benzoxazine, and benzothiazine derivatives, respectively.

引用

页码：1873 / 1878

页数：6

共 34 条

[1] ADDITION-REACTIONS OF HETEROCYCLIC-COMPOUNDS .74. PRODUCTS FROM DIMETHYL ACETYLENEDICARBOXYLATE WITH THIOUREA, THIOAMIDE, AND GUANIDINE DERIVATIVES [J].

ACHESON, RM ;

WALLIS, JD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02) :415-422

[2]

ACHESON RM, 1978, ADV HETEROCYCL CHEM, V23, P263

[3]

BARKA F, 1994, SYNTHESIS-STUTTGART, V5, P55

[4]

Borne RF, 1995, PRINCIPLES MED CHEM, P535

[5] New substituted 1,4-benzoxazine derivatives with potential intracellular calcium activity [J].

Bourlot, AS ;

Sánchez, I ;

Dureng, G ;

Guillaumet, G ;

Massingham, R ;

Monteil, A ;

Winslow, E ;

Pujol, MD ;

Mérour, JY .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (17) :3142-3158

[6]

Brock E. D., 1999, U. S. Patent, Patent No. [W09951688, 09951688, WO 9951688, 9951688]

[7]

Dailey S, 2001, J MATER CHEM, V11, P2238, DOI 10.1039/b104674h

[8] Tyrphostins .5. Potent inhibitors of platelet-derived growth factor receptor tyrosine kinase: Structure-activity relationships in quinoxalines, quinolines, and indole tyrphostins [J].

Gazit, A ;

App, H ;

McMahon, G ;

Chen, J ;

Levitzki, A ;

Bohmer, FD .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (11) :2170-2177

[9] Pd-Cu catalyzed heterocyclization during Sonogashira coupling:: synthesis of 3-benzylthiazolo[3,2-a]benzimidazole [J].

Heravi, MM ;

Keivanloo, A ;

Rahimizadeh, M ;

Bakavoli, M ;

Ghassemzadeh, M .

TETRAHEDRON LETTERS, 2004, 45 (29) :5747-5749

[10] Regeneration of carbonyl compounds from phenylhydrazones under microwave irradiation [J].

Heravi, MM ;

Tajbakhsh, M ;

Habibzadeh, S ;

Ghassemzadeh, M .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (10) :2299-2302

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