Literature DB >> 16092843

Catalytic coupling of C-H and C-I bonds using pyridine as a directing group.

Dmitry Shabashov1, Olafs Daugulis.   

Abstract

A method for the palladium-catalyzed arylation of pyridines and pyrazoles has been developed. Both aliphatic and aromatic C-H bonds may be functionalized using this method. A bromo substituent is tolerated on the aryl iodide coupling component. [reaction: see text]

Entities:  

Year:  2005        PMID: 16092843     DOI: 10.1021/ol051255q

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


  31 in total

1.  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

2.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

3.  Synthesis of Unsymmetrical 2,6-Diarylanilines by Palladium-Catalyzed C-H Bond Functionalization Methodology.

Authors:  Se Hun Kwak; Nurbey Gulia; Olafs Daugulis
Journal:  J Org Chem       Date:  2018-05-08       Impact factor: 4.354

Review 4.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

5.  Direct Pd-catalyzed arylation of 1,2,3-triazoles.

Authors:  Stepan Chuprakov; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2007-05-10       Impact factor: 6.005

6.  Palladium-Catalyzed Transformations of Alkyl C-H Bonds.

Authors:  Jian He; Masayuki Wasa; Kelvin S L Chan; Qian Shao; Jin-Quan Yu
Journal:  Chem Rev       Date:  2016-12-02       Impact factor: 60.622

7.  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

8.  Insights into directing group ability in palladium-catalyzed C-H bond functionalization.

Authors:  Lopa V Desai; Kara J Stowers; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2008-09-10       Impact factor: 15.419

9.  Pd(OAc)(2)-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes.

Authors:  Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Tetrahedron       Date:  2008-03-10       Impact factor: 2.457

10.  Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles.

Authors:  Dmitry Shabashov; Jesús R Molina Maldonado; Olafs Daugulis
Journal:  J Org Chem       Date:  2008-09-03       Impact factor: 4.354

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