Literature DB >> 14535790

Application of silicon-based cross-coupling technology to triflates.

Shaundra Riggleman1, Philip DeShong.   

Abstract

Aryl silatranes undergo fluoride-induced cross-coupling with aryl triflates to provide unsymmetrical biaryl derivatives in good to excellent yields. Silatranes also couple with aryl iodides and bromides, although the yields of adduct are lower than with the corresponding siloxane derivates. Aryl siloxanes (which had previously failed to couple with triflates) can be employed for triflate couplings using the Denmark modification, although the yields are lower than the corresponding silatrane reactions.

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Year:  2003        PMID: 14535790     DOI: 10.1021/jo034809g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Cross-Coupling Reactions of Alkenylsilanols with Fluoroalkylsulfonates: Development and Optimization of a Mild and Stereospecific Coupling Process.

Authors:  Scott E Denmark; Christopher S Regens
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

2.  Palladium-catalyzed Hiyama cross-coupling of aryltrifluorosilanes with aryl and heteroaryl chlorides.

Authors:  Gary A Molander; Laura Iannazzo
Journal:  J Org Chem       Date:  2011-10-06       Impact factor: 4.354

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.  Hypercoordinated Oligosilanes Based on Aminotrisphenols.

Authors:  Mohammad Aghazadeh Meshgi; Kirill V Zaitsev; Mikhail V Vener; Andrei V Churakov; Judith Baumgartner; Christoph Marschner
Journal:  ACS Omega       Date:  2018-08-31
  4 in total

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