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Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides

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posted on 2005-06-23, 00:00 authored by Hua Qian, Ross A. Widenhoefer
Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture of [PtCl2(H2CCH2)]2 and P(4-C6H4CF3)3 (5 mol %) in mesitylene at 140 °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.

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