Chelation-controlled, palladium-catalyzed arylation of enol ethers with aryl triflates. Ligand control of selection for α-or β-arylation of [2-(dimethylamino)ethoxy]ethene.
作者:Mats Larhed、Carl-Magnus Andersson、Anders Hallberg
DOI:10.1016/s0040-4020(01)80755-9
日期:1994.1
Palladium-catalyzed arylation reactions of [2-(Dimethylamino)ethoxy]ethene (1) with a series of aryl triflates were performed under a variety of reaction conditions. In particular, the influence of phosphine ligands and halide additives on regioselectivity were studied. It was found that the chelation-controlled arylation of 1 affords an expedient route for the conversion of phenols into arylacetaldehydes
在各种反应条件下,进行[2-(二甲基氨基)乙氧基]乙烯(1)与一系列芳基三氟甲磺酸酯的钯催化的芳基化反应。特别地,研究了膦配体和卤化物添加剂对区域选择性的影响。发现1的螯合控制的芳基化提供了将酚类转化为芳基乙醛的简便途径。或者,可以通过用双齿膦配体逆转区域选择性,将相同的起始原料用于合成苯乙酮。