Sulfur-controlled 5-exo selective aryl radical cyclisation of N-vinylic 2-bromobenzamides: Synthesis of lennoxamine and chilenine

被引:55
作者
Ishibashi, H [1 ]
Kawanami, H [1 ]
Ikeda, M [1 ]
机构
[1] KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 06期
关键词
D O I
10.1039/a606723i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bu(3)SnH-mediated aryl radical cyclisation of N-[2,2-bis(phenylsulfanyl)ethenyl]-2-bromobenzamides 12a-d and 16 takes place in a 5-exo manner to give exclusively the isoindolones 15a-d and 17, respectively. The isoindolone 17 is converted into lennoxamine and a key intermediate 20 for the synthesis of chilenine.
引用
收藏
页码:817 / 821
页数:5
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