A new coupling reaction of alkyl iodides with electron deficient alkenes using nickel boride (cat) borohydride exchange resin in methanol

被引:32
作者
Sim, TB [1 ]
Choi, JS [1 ]
Joung, MJ [1 ]
Yoon, NM [1 ]
机构
[1] SOGANG UNIV,DEPT CHEM,SEOUL 121742,SOUTH KOREA
关键词
D O I
10.1021/jo961751f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The radical addition reaction of alkyl iodides with alpha,beta-unsaturated esters, nitriles, and ketones proceeds in moderate to excellent yields (50-95%) using Ni(OAc)(2) (0.05-0.2 equiv)-BER (3-5 equiv) in methanol in 1-9 h at room temperature or at 65 degrees C. Nickel boride on borohydride exchange resin (BER) is a good alternative reagent to tributyltin hydride for the coupling of alkyl iodides with the electron deficient alkenes in methanol. Compared with tributyltin hydride method, this method has an advantage of simple workup, since nickel boride-BER can be removed readily by filtration.
引用
收藏
页码:2357 / 2361
页数:5
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