Literature DB >> 12323049

Pd-catalyzed N-arylation of heteroarylamines.

Jingjun Yin1, Matthew M Zhao, Mark A Huffman, James M McNamara.   

Abstract

The palladium-catalyzed N-(hetero)arylation of a number of heteroarylamines including 2-aminopyridines, 2-aminothiazoles, and their analogues has been realized using Xantphos as the ligand. Weak bases such as Cs(2)CO(3), Na(2)CO(3), and K(3)PO(4) were used in most cases to allow for the introduction of functional groups. Choice of the base and solvent was critical for the success of these reactions. [reaction: see text]

Entities:  

Year:  2002        PMID： 12323049     DOI： 10.1021/ol0265923

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


  21 in total

1.  Lewis acid acceleration of C-N bond-forming reductive elimination from heteroarylpalladium complexes and catalytic amidation of heteroaryl bromides.

Authors:  Qilong Shen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2007-06-02       Impact factor: 15.419

2.  Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases.

Authors:  Debabrata Maiti; Brett P Fors; Jaclyn L Henderson; Yoshinori Nakamura; Stephen L Buchwald
Journal:  Chem Sci       Date:  2011-01-01       Impact factor: 9.825

3.  Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2011       Impact factor: 9.825

4.  Palladium-catalyzed N-arylation of 2-aminothiazoles.

Authors:  Meredeth A McGowan; Jaclyn L Henderson; Stephen L Buchwald
Journal:  Org Lett       Date:  2012-03-06       Impact factor: 6.005

5.  An Improved Synthesis of BrettPhos and RockPhos-Type Biarylphosphine Ligands.

Authors:  Naoyuki Hoshiya; Stephen L Buchwald
Journal:  Adv Synth Catal       Date:  2012-06-27       Impact factor: 5.837

6.  Copper-mediated N-Arylation of Methyl 2-Aminothiophene-3-carboxylate with Organoboron Reagents.

Authors:  Komal Rizwan; Idris Karakaya; Drew Heitz; Muhammad Zubair; Nasir Rasool; Gary A Molander
Journal:  Tetrahedron Lett       Date:  2015-12-09       Impact factor: 2.415

7.  Catalyst-controlled chemoselective arylation of 2-aminobenzimidazoles.

Authors:  Satoshi Ueda; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-11       Impact factor: 15.336

8.  Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.

Authors:  Qilong Shen; Tokutaro Ogata; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-04-30       Impact factor: 15.419

9.  Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.

Authors:  Ryan A Altman; Kevin W Anderson; Stephen L Buchwald
Journal:  J Org Chem       Date:  2008-06-11       Impact factor: 4.354

10.  An efficient process for pd-catalyzed C-N cross-coupling reactions of aryl iodides: insight into controlling factors.

Authors:  Brett P Fors; Nicole R Davis; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-04-29       Impact factor: 15.419
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.