Literature DB >> 23234468

Palladium-catalyzed vinylation of aminals with simple alkenes: a new strategy to construct allylamines.

Yinjun Xie1, Jianhua Hu, Yanyu Wang, Chungu Xia, Hanmin Huang.   

Abstract

A novel, highly selective palladium-catalyzed vinylation reaction for the direct synthesis of allylic amines from styrenes and aminals has been established. The utility of this method was also demonstrated by the rapid synthesis of cinnarizine from aldehydes, amines, and simple alkenes in one-pot manner. Mechanistic studies suggested that the reaction proceeds through a valuable cyclometalated Pd(II) complex generated by the oxidative addition of aminal to a Pd(0) species.

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Year:  2012        PMID: 23234468     DOI: 10.1021/ja310848x

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

Authors:  Zhishi Ye; Tarsis F Brust; Val J Watts; Mingji Dai
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

2.  Palladium-catalysed selective oxidative amination of olefins with Lewis basic amines.

Authors:  Yangbin Jin; Yaru Jing; Chunsheng Li; Meng Li; Wanqing Wu; Zhuofeng Ke; Huanfeng Jiang
Journal:  Nat Chem       Date:  2022-09-01       Impact factor: 24.274

3.  A General Acid-Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes.

Authors:  Daniel Kaiser; Veronica Tona; Carlos R Gonçalves; Saad Shaaban; Alberto Oppedisano; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-04       Impact factor: 15.336

4.  Ni-catalyzed hydroaminoalkylation of alkynes with amines.

Authors:  Wei-Wei Yao; Ran Li; Hao Chen; Ming-Kai Chen; Yu-Xin Luan; Yi Wang; Zhi-Xiang Yu; Mengchun Ye
Journal:  Nat Commun       Date:  2021-06-21       Impact factor: 14.919

5.  Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO.

Authors:  Xinyao Li; Jun Pan; Hao Wu; Ning Jiao
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

  5 in total

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