Towards Iron‐Catalyzed Sonogashira Cross‐Coupling Reactions
Towards Iron‐Catalyzed Sonogashira Cross‐Coupling Reactions
复制标题
铁催化 Sonogashira 交叉偶联反应
DOI：
10.1002/slct.201600771
复制
发表时间：
2016
影响因子：
2.3
通讯作者：
Ulf‐Peter Apfel
中科院分区：
文献类型：
--
作者：
Anette Petuker;M. El‐Tokhey;M. Reback;B. Mallick;Ulf‐Peter Apfel
本文报道了在10 摩尔%FeCl2(BDMD)和10 摩尔%[Cu(CH_3CN)_4]BF_4催化剂存在下，末端苯乙炔与碘-芳基衍生物的选择性交叉偶联反应，得到了相应的偶联产物在1，4-二氧六环或DMF中，产率中等到较好。这是第一个在Sonogashira交叉偶联反应中作为前催化剂的明确定义和充分分析的铁络合物的例子。值得注意的是，FeCl2(Bdmd)与活性取代基(如羰基、羧基、羟基和氨基)相容，这允许在这些官能团存在的情况下进行有效的交叉偶联反应。
Herein we report on the selective iron-catalyzed cross-coupling reaction of terminal phenylacetylenes with iodo-aryl derivatives to afford the respective coupling products in the presence of 10 mol% FeCl2(bdmd) and 10 mol% [Cu(CH3CN)4]BF4 (bdmd=bis((diphenylphosphanyl)methyl)diphenylsilane). The yields are moderate to good in 1,4-dioxane or DMF. This is the first example of a well-defined and fully analysed ferrous complex acting as a precatalyst in Sonogashira cross-coupling reactions. Notably, FeCl2(bdmd) is compatible with reactive substituents such as carbonyl-, carboxyl-, hydroxy-, and amino-groups, which allows for an effective cross-coupling reaction in the presence of such functional groups.
影响因子：
15
作者：
Bleith, Tim;Wadepohl, Hubert;Gade, Lutz H.
通讯作者：
Gade, Lutz H.
影响因子：
4.9
作者：
Bedford, Robin B.;Huwe, Michael;Wilkinson, Mark C.
通讯作者：
Wilkinson, Mark C.