Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides

2005-06-23T00:00:00Z (GMT) by Hua Qian Ross A. Widenhoefer
Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture of [PtCl<sub>2</sub>(H<sub>2</sub>CCH<sub>2</sub>)]<sub>2</sub> and P(4-C<sub>6</sub>H<sub>4</sub>CF<sub>3</sub>)<sub>3</sub> (5 mol %) in mesitylene at 140 °C for 24 h led to the isolation of <i>N</i>-(1-<i>p</i>-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.