Stuart David R, Fagnou Keith
Center for Catalysis Research and Innovation, University of Ottawa, Department of Chemistry, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
Science. 2007 May 25;316(5828):1172-5. doi: 10.1126/science.1141956.
The industrially important coupling of aromatic compounds has generally required differential prefunctionalization of the arene coupling partners with a halide and an electropositive group. Here we report that palladium, in conjunction with a copper oxidant, can catalyze the cross-coupling of N-acetylindoles and benzenes in high yield and high regioselectivity across a range of indoles without recourse to activating groups. These reactions are completely selective for arene cross-coupling, with no products arising from indole or benzene homo-coupling detected by spectroscopic analysis. This efficient reactivity should be useful in the design of other oxidative arene cross-couplings as well.
工业上重要的芳香族化合物偶联通常需要芳烃偶联伙伴用卤化物和正电基团进行差异预官能化。在此我们报告，钯与铜氧化剂结合，能够在一系列吲哚中高产率、高区域选择性地催化N - 乙酰吲哚与苯的交叉偶联，而无需借助活化基团。这些反应对芳烃交叉偶联具有完全选择性，光谱分析未检测到吲哚或苯自身偶联产生的产物。这种高效的反应性在设计其他氧化芳烃交叉偶联反应中也应是有用的。
