Qian Hua, Widenhoefer Ross A
P. M. Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, USA.
Org Lett. 2005 Jun 23;7(13):2635-8. doi: 10.1021/ol050745f.
[reaction: see text] Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture of PtCl(2)(H(2)C=CH(2)) and P(4-C(6)H(4)CF(3))(3) (5 mol %) in mesitylene at 140 degrees C for 24 h led to the isolation of N-(1-p-tolylethyl)benzamide in 85% yield. Electron-rich, electron-poor, and hindered vinyl arenes underwent Markovnikov hydroamination with a range of carboxamides and amide derivatives in moderate to good yield with excellent regioselectivity.
[反应:见正文] 在140℃下,苯甲酰胺与4-甲基苯乙烯在均三甲苯中,以[PtCl₂(CH₂=CH₂)]₂与P(4-C₆H₄CF₃)₃(5摩尔%)的1:2混合物催化反应24小时,得到产率为85%的N-(1-对甲苯基乙基)苯甲酰胺。富电子、缺电子和受阻的乙烯基芳烃与一系列羧酰胺和酰胺衍生物进行马氏氢胺化反应,产率中等至良好,区域选择性优异。