Stereoselective synthesis of 3,3-diarylacrylonitriles as tubulin polymerization inhibitors

被引:19
|
作者
Fang, Zhenglai [1 ,2 ]
Song, Yunlong [1 ,2 ]
Sarkar, Taradas [3 ]
Hamel, Ernest [3 ]
Fogler, William E. [4 ]
Agoston, Gregory E. [4 ]
Fanwick, Phillip E. [5 ]
Cushman, Mark [1 ,2 ]
机构
[1] Purdue Univ, Sch Pharm & Pharmaceut Sci, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
[2] Purdue Univ, Purdue Canc Ctr, W Lafayette, IN 47907 USA
[3] Natl Inst Hlth, Natl Canc Inst, Div Canc Treatment & Diag, Dev Therapeut Program,Toxicol & Pharmacol Branch, Frederick, MD 21702 USA
[4] EntreMed Inc, Rockville, MD 20850 USA
[5] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 11期
关键词
D O I
10.1021/jo800428b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 3,3-diarylacrylonitriles were synthesized stercoselectively as tubulin polymerization inhibitors for potential use in cancer chemotherapy. This synthetic route features stannylcupration and palladium-catalyzed Stille cross-coupling chemistry, allowing both E and Z isomers of 3,3-diarylacrylonitriles to be prepared in a very short sequence of reactions.
引用
收藏
页码:4241 / 4244
页数:4
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