Literature DB >> 15957909

Platinum-catalyzed intermolecular hydroamination of vinyl arenes with carboxamides.

Hua Qian1, Ross A Widenhoefer.   

Abstract

[reaction: see text] Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture of [PtCl(2)(H(2)C=CH(2))](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.

Entities:  

Year:  2005        PMID: 15957909     DOI: 10.1021/ol050745f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones.

Authors:  Eric M Bunnelle; Cameron R Smith; Sharon K Lee; Surendra W Singaram; Allison J Rhodes; Richmond Sarpong
Journal:  Tetrahedron       Date:  2008-02-28       Impact factor: 2.457

2.  Pt-catalyzed cyclization/1,2-migration for the synthesis of indolizines, pyrrolones, and indolizinones.

Authors:  Cameron R Smith; Eric M Bunnelle; Allison J Rhodes; Richmond Sarpong
Journal:  Org Lett       Date:  2007-02-20       Impact factor: 6.005

3.  Chemoselective hydroamination of vinyl arenes catalyzed by an NHC-amidate-alkoxide Pd(II) complex and p-TsOH.

Authors:  Richard Giles; Justin O'Neill; Joo Ho Lee; Michael K Chiu; Kyung Woon Jung
Journal:  Tetrahedron Lett       Date:  2013-07-31       Impact factor: 2.415

  3 in total

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