A novel C-H insertion via deoxygenation of amides by a Sm/SmI2 mixed system

被引:49
作者
Ogawa, A [1 ]
Takami, N [1 ]
Nanke, T [1 ]
Ohya, S [1 ]
Hirao, T [1 ]
Sonoda, N [1 ]
机构
[1] KANSAI UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 564,JAPAN
关键词
D O I
10.1016/S0040-4020(97)00805-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A samarium/samarium diiodide mixed system successfully effects novel aminocyclopropanation and C-H insertion via the deoxygenation of amides. Styrenes undergo aminocyclopropanation by the reaction with aromatic amides, samarium metal, and samarium diiodide. Furthermore, the reaction of aliphatic amides with Sm/SmI2 in the presence of alkylbenzenes like toluene causes benzylic C-11 insertion givining the corresponding phenylethylamine derivatives in good yields. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:12895 / 12902
页数:8
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