Efficient Copper-Catalyzed Synthesis of Fused Pyridoquinazolones

被引:5
作者
Chen, Lujun [1 ,2 ]
Fu, Hua [1 ]
Qiao, Renzhong [2 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Beijing Univ Chem Technol, Coll Life Sci & Technol, Dept Pharmaceut Engn, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China
基金
中国国家自然科学基金;
关键词
N-heterocycle; pyridoquinazolone; copper; synthetic method; NITROGEN-CONTAINING HETEROCYCLES; COUPLING REACTIONS; N-ARYLATION; C-O; ARYL HALIDES; PRIVILEGED STRUCTURES; CASCADE SYNTHESIS; ROOM-TEMPERATURE; DERIVATIVES; ULLMANN;
D O I
10.1055/s-0030-1260968
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient copper-catalyzed method for synthesis of fused pyridoquinazolones has been developed without addition of any ligand or additive, and it can tolerate various functional groups.
引用
收藏
页码:1930 / 1936
页数:7
相关论文
共 61 条
[1]   The copper-catalyzed N-arylation of indoles [J].
Antilla, JC ;
Klapars, A ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (39) :11684-11688
[2]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[3]   Rapid access to oxindoles by the combined use of an Ugi four-component reaction and a microwave-assisted intramolecular Buchwald-Hartwig amidation reaction [J].
Bonnaterre, Florence ;
Bois-Choussy, Michele ;
Zhu, Jieping .
ORGANIC LETTERS, 2006, 8 (19) :4351-4354
[4]   Mild Ullmann-type biaryl ether formation reaction by combination of ortho-substituent and ligand effects [J].
Cai, Q ;
Zou, BL ;
Ma, DW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (08) :1276-1279
[5]   A POTENT, ORALLY-ACTIVE, BALANCED AFFINITY ANGIOTENSIN-II AT(1) ANTAGONIST AND AT(2) BINDING INHIBITOR [J].
DELASZLO, SE ;
QUAGLIATO, CS ;
GREENLEE, WJ ;
PATCHETT, AA ;
CHANG, RSL ;
LOTTI, VJ ;
CHEN, TB ;
SCHECK, SA ;
FAUST, KA ;
KIVLIGHN, SS ;
SCHORN, TS ;
ZINGARO, GJ ;
SIEGL, PKS .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) :3207-3210
[6]  
Deng Y., 2000, J. Chin. Pharm. Sci., V9, P116
[7]   Privileged structures: Applications in drug discovery [J].
DeSimone, RW ;
Currie, KS ;
Mitchell, SA ;
Darrow, JW ;
Pippin, DA .
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2004, 7 (05) :473-493
[8]   Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis [J].
Evano, Gwilherm ;
Blanchard, Nicolas ;
Toumi, Mathieu .
CHEMICAL REVIEWS, 2008, 108 (08) :3054-3131
[9]   Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides [J].
Evindar, G ;
Batey, RA .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (05) :1802-1808
[10]  
Gajare A. S., 2004, CHEM COMMUN, P1994