Literature DB >> 26835845

Pd(II)-Catalyzed C3-Selective Arylation of Pyridine with (Hetero)arenes.

Guo-Lin Gao1,2, Wujiong Xia2, Pankaj Jain1, Jin-Quan Yu1.   

Abstract

Palladium catalyzed, nondirected C3-selective arylation of pyridines with arenes and heteroarenes in the presence of 1,10-phenanthroline as the ligand has been developed. The optimized conditions allow for a highly C3-selective arylation of pyridines, affording various 3,3'-bipyridines and 3-arylpyridines.

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Year:  2016        PMID: 26835845      PMCID: PMC4821414          DOI: 10.1021/acs.orglett.5b03712

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


  33 in total

1.  Efficient aryl-(hetero)aryl coupling by activation of C-Cl and C-F bonds using nickel complexes of air-stable phosphine oxides.

Authors:  Lutz Ackermann; Robert Born; Julia H Spatz; Daniel Meyer
Journal:  Angew Chem Int Ed Engl       Date:  2005-11-11       Impact factor: 15.336

2.  Evolution of a highly selective and potent 2-(pyridin-2-yl)-1,3,5-triazine Tie-2 kinase inhibitor.

Authors:  Brian L Hodous; Stephanie D Geuns-Meyer; Paul E Hughes; Brian K Albrecht; Steve Bellon; James Bready; Sean Caenepeel; Victor J Cee; Stuart C Chaffee; Angela Coxon; Maurice Emery; Jenne Fretland; Paul Gallant; Yan Gu; Doug Hoffman; Rebecca E Johnson; Richard Kendall; Joseph L Kim; Alexander M Long; Michael Morrison; Philip R Olivieri; Vinod F Patel; Anthony Polverino; Paul Rose; Paul Tempest; Ling Wang; Douglas A Whittington; Huilin Zhao
Journal:  J Med Chem       Date:  2007-01-25       Impact factor: 7.446

3.  General and highly active catalyst for mono and double Hiyama coupling reactions of unreactive aryl chlorides in water.

Authors:  Dong-Hwan Lee; Ji-Young Jung; Myung-Jong Jin
Journal:  Chem Commun (Camb)       Date:  2010-11-02       Impact factor: 6.222

4.  Direct arylation of arene and N-heteroarenes with diaryliodonium salts without the use of transition metal catalyst.

Authors:  Jun Wen; Ruo-Yi Zhang; Shan-Yong Chen; Ji Zhang; Xiao-Qi Yu
Journal:  J Org Chem       Date:  2011-12-14       Impact factor: 4.354

5.  Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

Authors:  Kyle W Quasdorf; Aurora Antoft-Finch; Peng Liu; Amanda L Silberstein; Anna Komaromi; Tom Blackburn; Stephen D Ramgren; K N Houk; Victor Snieckus; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-04-01       Impact factor: 15.419

6.  Palladium-catalyzed inter- and intramolecular coupling reactions of aryl and vinyl halides mediated by indium.

Authors:  Phil Ho Lee; Dong Seomoon; Kooyeon Lee
Journal:  Org Lett       Date:  2005-01-20       Impact factor: 6.005

Review 7.  Palladium coupling catalysts for pharmaceutical applications.

Authors:  Henri Doucet; Jean-Cyrille Hierso
Journal:  Curr Opin Drug Discov Devel       Date:  2007-11

8.  Visible-light photoredox in homolytic aromatic substitution: direct arylation of arenes with aryl halides.

Authors:  Yannan Cheng; Xiangyong Gu; Pixu Li
Journal:  Org Lett       Date:  2013-05-21       Impact factor: 6.005

9.  Cross-coupling of diarylborinic acids and anhydrides with arylhalides catalyzed by a phosphite/N-heterocyclic carbene co-supported palladium catalyst system.

Authors:  Xiaofeng Chen; Haihua Ke; Yao Chen; Changwei Guan; Gang Zou
Journal:  J Org Chem       Date:  2012-08-14       Impact factor: 4.354

10.  Pd(PPh3)4-PEG 400 catalyzed protocol for the atom-efficient Stille cross-coupling reaction of organotin with aryl bromides.

Authors:  Wen-Jun Zhou; Ke-Hu Wang; Jin-Xian Wang
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

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  3 in total

1.  Second-Generation Palladium Catalyst System for Transannular C-H Functionalization of Azabicycloalkanes.

Authors:  Pablo J Cabrera; Melissa Lee; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2018-04-13       Impact factor: 15.419

2.  Nickel-Catalyzed C-3 Direct Arylation of Pyridinium Ions for the Synthesis of 1-Azafluorenes.

Authors:  Jean-Nicolas Desrosiers; Xudong Wei; Osvaldo Gutierrez; Jolaine Savoie; Bo Qu; Xingzhong Zeng; Heewon Lee; Nelu Grinberg; Nizar Haddad; Nathan K Yee; Frank Roschangar; Jinhua J Song; Marisa C Kozlowski; Chris H Senanayake
Journal:  Chem Sci       Date:  2016-05-19       Impact factor: 9.825

Review 3.  Synthetic Applications of Oxidative Aromatic Coupling-From Biphenols to Nanographenes.

Authors:  Marek Grzybowski; Bartłomiej Sadowski; Holger Butenschön; Daniel T Gryko
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-03       Impact factor: 15.336

  3 in total

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