Terao Jun, Watabe Hiroyasu, Kambe Nobuaki
Department of Molecular Chemistry & Science and Technology Center for Atoms, Molecules and Ions Control, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan.
J Am Chem Soc. 2005 Mar 23;127(11):3656-7. doi: 10.1021/ja042565r.
Alkyl halides underwent unique cross-coupling reaction with vinylmagnesium chloride in the presence of Ni catalyst to give 2-alkyl-3-butenyl Grignard reagent (1) in high yields. This reaction proceeded efficiently at 25 degrees C in THF using primary and secondary alkyl fluorides. On the other hand, PhCH=CHMgBr gave double alkylative vinyl coupling product 4 in good yield as the sole coupling product. Alkyl fluorides react as the most suitable alkylating reagent in comparison to the corresponding chlorides, bromides, and iodides.
在镍催化剂存在下，卤代烷与乙烯基氯化镁发生独特的交叉偶联反应，以高收率得到2-烷基-3-丁烯基格氏试剂（1）。使用伯烷基和仲烷基氟化物时，该反应在25℃的四氢呋喃中能高效进行。另一方面，苯乙烯基溴化镁作为唯一的偶联产物，以良好的收率得到双烷基化乙烯基偶联产物4。与相应的氯化物、溴化物和碘化物相比，烷基氟化物是最合适的烷基化试剂。
Zotero 插件