Literature DB >> 21978184

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

Gary A Molander1, Laura Iannazzo.   

Abstract

An efficient, palladium-catalyzed Hiyama cross-coupling reaction of aryltrifluorosilanes with aryl chlorides has been developed. A wide variety of functionalized biaryl derivatives were isolated in good to excellent yields. The scope of this reaction has also been extended to heteroaryl chlorides, affording the corresponding heterobiaryl compounds in high yields.

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Year:  2011        PMID： 21978184      PMCID： PMC3206227          DOI： 10.1021/jo201840n

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


  23 in total

1.  Improvements in cross coupling reactions of hypervalent siloxane derivatives.

Authors:  M E Mowery; P DeShong
Journal:  Org Lett       Date:  1999-12-30       Impact factor: 6.005

2.  Silicon-based cross-coupling reaction: an environmentally benign version.

Authors:  Yoshiaki Nakao; Tamejiro Hiyama
Journal:  Chem Soc Rev       Date:  2011-07-14       Impact factor: 54.564

3.  Regioselective palladium-catalyzed arylation of 2-furaldehyde.

Authors:  M S McClure; B Glover; E McSorley; A Millar; M H Osterhout; F Roschangar
Journal:  Org Lett       Date:  2001-05-31       Impact factor: 6.005

4.  Modular diamino- and dioxophosphine oxides and chlorides as ligands for transition-metal-catalyzed C--C and C--N couplings with aryl chlorides.

Authors:  Lutz Ackermann; Robert Born
Journal:  Angew Chem Int Ed Engl       Date:  2005-04-15       Impact factor: 15.336

5.  Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a Palladium/Imidazolium chloride system

Authors: 
Journal:  Org Lett       Date:  2000-07-13       Impact factor: 6.005

6.  Cross-coupling of aromatic bromides with allylic silanolate salts.

Authors:  Scott E Denmark; Nathan S Werner
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

7.  Why does fluoride anion accelerate transmetalation between vinylsilane and palladium(II)-vinyl complex? Theoretical study.

Authors:  Akihiro Sugiyama; Yu-ya Ohnishi; Mayu Nakaoka; Yoshihide Nakao; Hirofumi Sato; Shigeyoshi Sakaki; Yoshiaki Nakao; Tamejiro Hiyama
Journal:  J Am Chem Soc       Date:  2008-09-04       Impact factor: 15.419

8.  Palladium-indolylphosphine-catalyzed Hiyama cross-coupling of aryl mesylates.

Authors:  Chau Ming So; Hang Wai Lee; Chak Po Lau; Fuk Yee Kwong
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

9.  Vinylation of aromatic halides using inexpensive organosilicon reagents. Illustration of design of experiment protocols.

Authors:  Scott E Denmark; Christopher R Butler
Journal:  J Am Chem Soc       Date:  2008-02-28       Impact factor: 15.419

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

Authors:  Shaundra Riggleman; Philip DeShong
Journal:  J Org Chem       Date:  2003-10-17       Impact factor: 4.354
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  3 in total

1.  Activation of Si-Si Bonds for Copper(I)-Catalyzed Conjugate Silylation.

Authors:  Laura Iannazzo; Gary A Molander
Journal:  European J Org Chem       Date:  2012-09

2.  Greener Biogenic Approach for the Synthesis of Palladium Nanoparticles Using Papaya Peel: An Eco-Friendly Catalyst for C-C Coupling Reaction.

Authors:  Anindita Dewan; Manashi Sarmah; Ashim J Thakur; Pankaj Bharali; Utpal Bora
Journal:  ACS Omega       Date:  2018-05-17

Review 3.  Transition Metal Catalyzed Hiyama Cross-Coupling: Recent Methodology Developments and Synthetic Applications.

Authors:  Rida Noor; Ameer Fawad Zahoor; Muhammad Irfan; Syed Makhdoom Hussain; Sajjad Ahmad; Ali Irfan; Katarzyna Kotwica-Mojzych; Mariusz Mojzych
Journal:  Molecules       Date:  2022-09-02       Impact factor: 4.927
  3 in total

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