An Efficient Synthesis of 3-(3-benzyl-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-6-methyl-4-(2-oxo-2-phenylethoxy)-3,4-dihydro-2H-pyran-2-one Derivatives via Multi-Component Approach

被引:5
作者
Bade, Thirupaiah [1 ]
Vedula, Rajeswar Rao [1 ]
机构
[1] Natl Inst Technol, Dept Chem, Warangal 506004, Andhra Pradesh, India
关键词
ACID;
D O I
10.1002/jhet.2304
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easy, highly efficient and a new convenient one-pot, two-step approach to the synthesis of 3-(3-benzyl-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-6-methyl-4-(2-oxo-2-phenylethoxy)-3,4-dihydro-2H-pyran-2-one is described. These compounds were synthesized from 3-(3-benzyl-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-4-hydroxy-6-methyl-3,4-dihydro-2H-pyran-2-one and -bromoketones in good yields. The compounds 4 were synthesized by a multi-component reaction between 1, 2, and 3 and the prominent features of this protocol are mild reaction conditions, operation simplicity, and good to high yields of products.
引用
收藏
页码:1883 / 1886
页数:4
相关论文
共 24 条
[1]   Pd-assisted multicomponent synthesis of heterocycles [J].
Balme, G ;
Bossharth, E ;
Monteiro, N .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4101-4111
[2]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[3]  
2-A
[4]  
Dax SL, 1999, CURR MED CHEM, V6, P255
[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]   N-(4-SUBSTITUTED-THIAZOLYL)OXAMIC ACID-DERIVATIVES, A NEW SERIES OF POTENT, ORALLY ACTIVE ANTIALLERGY AGENTS [J].
HARGRAVE, KD ;
HESS, FK ;
OLIVER, JT .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (08) :1158-1163
[8]   BROMINATION OF DEHYDROACETIC ACID [J].
HARRIS, TM ;
HARRIS, CM ;
BRUSH, CK .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (05) :1329-&
[9]   Multi-component reactions : Emerging chemistry in drug discovery 'From xylocain to crixivan' [J].
Hulme, C ;
Gore, V .
CURRENT MEDICINAL CHEMISTRY, 2003, 10 (01) :51-80
[10]   Antitumor benzothiazoles. 16. Synthesis and pharmaceutical properties of antitumor 2-(4-aminophenyl)benzothiazole amino acid prodrugs [J].
Hutchinson, I ;
Jennings, SA ;
Vishnuvajjala, BR ;
Westwell, AD ;
Stevens, MFG .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (03) :744-747