Literature DB >> 20102197

Palladium(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroarenes.

Peihua Xi1, Fan Yang, Song Qin, Dongbing Zhao, Jingbo Lan, Ge Gao, Changwei Hu, Jingsong You.   

Abstract

An efficient methodology for the synthesis of unsymmetrical biheteroaryl molecules has been developed via Pd(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroarenes. An inversion in reactivity and selectivity has been achieved successfully to perform the desired heterocoupling. This process allows the heterocoupling of not only electron-rich N-containing heteroarenes (e.g., xanthines, azoles, and indolizines) but also electron-poor pyridine N-oxides with various thiophenes or furans.

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Year:  2010        PMID: 20102197     DOI: 10.1021/ja909807f

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


  15 in total

1.  C-H arylation of pyridines: high regioselectivity as a consequence of the electronic character of C-H bonds and heteroarene ring.

Authors:  Pengfei Guo; Jung Min Joo; Souvik Rakshit; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2011-09-22       Impact factor: 15.419

2.  Direct arylation of 6-phenylpurine and 6-arylpurine nucleosides by ruthenium-catalyzed C-H bond activation.

Authors:  Mahesh K Lakshman; Ashoke C Deb; Raghu Ram Chamala; Padmanava Pradhan; Ramendra Pratap
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-28       Impact factor: 15.336

3.  Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

Authors:  Xisheng Wang; Dasheng Leow; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-08-16       Impact factor: 15.419

4.  Intramolecular arylation of benzimidazoles via Pd(II)/Cu(I) catalyzed cross-dehydrogenative coupling.

Authors:  Kyle C Pereira; Ashley L Porter; Brenton Deboef
Journal:  Tetrahedron Lett       Date:  2014-03-05       Impact factor: 2.415

5.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

6.  A facile, metal- and solvent-free, autoxidative coupling of quinolines with indoles and pyrroles.

Authors:  Mikaël Brasse; Jonathan A Ellman; Robert G Bergman
Journal:  Chem Commun (Camb)       Date:  2011-03-29       Impact factor: 6.222

7.  Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.

Authors:  Enrico T Nadres; Anna Lazareva; Olafs Daugulis
Journal:  J Org Chem       Date:  2010-12-30       Impact factor: 4.354

8.  Pd-Catalyzed Aerobic Oxidative Biaryl Coupling: Non-Redox Cocatalysis by Cu(OTf)2 and Discovery of Fe(OTf)3 as a Highly Effective Cocatalyst.

Authors:  Dian Wang; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2017-04-18       Impact factor: 15.419

Review 9.  Developing ligands for palladium(II)-catalyzed C-H functionalization: intimate dialogue between ligand and substrate.

Authors:  Keary M Engle; Jin-Quan Yu
Journal:  J Org Chem       Date:  2013-05-03       Impact factor: 4.354

10.  Purinyl N1-directed aromatic C-H oxidation in 6-arylpurines and 6-arylpurine nucleosides.

Authors:  Raghu Ram Chamala; Damon Parrish; Padmanava Pradhan; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2013-07-11       Impact factor: 4.354

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