Literature DB >> 16494477

Platinum oxide catalyzed silylation of aryl halides with triethylsilane: an efficient synthetic route to functionalized aryltriethylsilanes.

Abdallah Hamze1, Olivier Provot, Mouâd Alami, Jean-Daniel Brion.   

Abstract

The first platinum-catalyzed selective silylation of aryl halides including aryl iodides and bromides having an electron-withdrawing group is described. The reaction takes place rapidly in NMP with triethylsilane as a silicon source and sodium acetate to provide functionalized aryltriethylsilanes in moderate to good yields. Heteroaromatic halides also were found to be readily silylated with triethylsilane. The procedure is chemoselective and tolerates a wide variety of functional groups.

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Year:  2006        PMID: 16494477     DOI: 10.1021/ol052996u

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


  4 in total

1.  Efficient iridium-catalyzed C-H functionalization/silylation of heteroarenes.

Authors:  Biao Lu; John R Falck
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors:  Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2011-05-01       Impact factor: 5.837

3.  A well-defined NHC-Ir(iii) catalyst for the silylation of aromatic C-H bonds: substrate survey and mechanistic insights.

Authors:  Laura Rubio-Pérez; Manuel Iglesias; Julen Munárriz; Victor Polo; Vincenzo Passarelli; Jesús J Pérez-Torrente; Luis A Oro
Journal:  Chem Sci       Date:  2017-04-05       Impact factor: 9.825

4.  Silylation of Pyridine, Picolines, and Quinoline with a Zinc Catalyst.

Authors:  Joshua W Prybil; Rodney Wallace; Alexandra Warren; Jordan Klingman; Romane Vaillant; Michael B Hall; Xin Yang; William W Brennessel; Robert M Chin
Journal:  ACS Omega       Date:  2020-01-10
  4 in total

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