Intramolecular cyanoamidation of unsaturated cyanoformamides catalyzed by palladium: an efficient synthesis of multi-functionalized lactams

被引:89
作者
Kobayashi, Yusuke
Kamisaki, Haruhi
Takeda, Hiroshi
Yasui, Yoshizumi
Yanada, Reiko
Takemoto, Yoshiji [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[2] Hiroshima Int Univ, Fac Pharmaceut Sci, Hiroshima 7370112, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/j.tet.2007.01.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Pd(0)-catalyzed intramolecular cyanoamidation of several unsaturated cyanoformamides with alkenyl, allenyl, and alkynyl groups was investigated. In the cases of alkynyl and 1,1-disubstituted alkenyl cyanoformamides, the Pd(0)-catalyzed C-CN activation and subsequent insertion reaction proceeded smoothly and gave the corresponding lactams bearing a cyano group at the beta-position in good yields. The mechanism of the reaction was also discussed. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2978 / 2989
页数:12
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