Literature DB >> 19623360

Recent advances in aryl-aryl bond formation by direct arylation.

Gerard P McGlacken1, Lorraine M Bateman.   

Abstract

The abundance of the biaryl structural motif in natural products, in biologically active molecules and in materials chemistry has positioned aryl-aryl (Ar-Ar) bond formation high on the agenda of synthetic chemists. For decades well-known reactions such as the Mizoroki-Heck and Suzuki-Miyaura have been the methods of choice to furnish biaryls. More recently, however, alternative methods, most notably direct arylation via C-H activation, have become the focus of many research groups. Compared to traditional methods, direct arylation affords Ar-Ar compounds in fewer steps by removing the need for prefunctionalisation. Furthermore, given that either one or two hydrogens are targeted, less waste and good atom economy are features of this methodology. This critical review covers, in the main part, reports from January 1, 2006, to October 22, 2008 (117 references).

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Year:  2009        PMID: 19623360     DOI: 10.1039/b805701j

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  65 in total

1.  The palladium catalyzed asymmetric addition of oxindoles and allenes: an atom-economical versatile method for the construction of chiral indole alkaloids.

Authors:  Barry M Trost; Jia Xie; Joshua D Sieber
Journal:  J Am Chem Soc       Date:  2011-11-30       Impact factor: 15.419

2.  Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation.

Authors:  Nicholas D Ball; J Brannon Gary; Yingda Ye; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2011-04-22       Impact factor: 15.419

3.  Palladium-Catalyzed C-H Arylation Using Aryltrifluoroborates in Conjunction with a MnIII Oxidant under Mild Conditions.

Authors:  Cydney K Seigerman; Tiffiny M Micyus; Sharon R Neufeldt; Melanie S Sanford
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates.

Authors:  Zubaoyi Yi; Yodit Aschenaki; Ryan Daley; Stephen Davick; Abigail Schnaith; Rylee Wander; Dipannita Kalyani
Journal:  J Org Chem       Date:  2017-06-15       Impact factor: 4.354

5.  Metal-free intermolecular oxidative C-N bond formation via tandem C-H and N-H bond functionalization.

Authors:  Abhishek A Kantak; Shathaverdhan Potavathri; Rose A Barham; Kaitlyn M Romano; Brenton DeBoef
Journal:  J Am Chem Soc       Date:  2011-11-16       Impact factor: 15.419

6.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

7.  A dual site catalyst for mild, selective nitrile reduction.

Authors:  Zhiyao Lu; Travis J Williams
Journal:  Chem Commun (Camb)       Date:  2014-01-09       Impact factor: 6.222

8.  Regioselective C-H bond amination by aminoiodanes.

Authors:  Abhishek A Kantak; Louis Marchetti; Brenton DeBoef
Journal:  Chem Commun (Camb)       Date:  2015-02-28       Impact factor: 6.222

9.  Pd-catalyzed modifiable silanol-directed aromatic C-H oxygenation.

Authors:  Chunhui Huang; Nugzar Ghavtadze; Benhur Godoi; Vladimir Gevorgyan
Journal:  Chemistry       Date:  2012-07-02       Impact factor: 5.236

10.  Synthetic and mechanistic studies of Pd-catalyzed C-H arylation with diaryliodonium salts: evidence for a bimetallic high oxidation state Pd intermediate.

Authors:  Nicholas R Deprez; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

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