Literature DB >> 22506766

Phosphine-free palladium-catalyzed direct arylation of imidazo[1,2-a]pyridines with aryl bromides at low catalyst loading.

Hai Yan Fu1, Lu Chen, Henri Doucet.   

Abstract

Ligand-free Pd(OAc)(2) was found to catalyze very efficiently the direct arylation of imidazo[1,2-a]pyridines at C3 under very low catalyst concentration. The reaction can be performed employing as little as 0.1-0.01 mol % catalyst with electron-deficient and some electron-excessive aryl bromides.

Entities:  

Year:  2012        PMID: 22506766     DOI: 10.1021/jo300528b

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

Review 1.  Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

Authors:  Gagandeep Kour Reen; Ashok Kumar; Pratibha Sharma
Journal:  Beilstein J Org Chem       Date:  2019-07-19       Impact factor: 2.883

2.  Metal-free, efficient hydrazination of imidazo[1,2-a]pyridine with diethyl azodicarboxylate in neutral media.

Authors:  Yuanxiang Wang; Brendan Frett; Nick McConnell; Hong-Yu Li
Journal:  Org Biomol Chem       Date:  2015-03-14       Impact factor: 3.876

3.  Selective, C-3 Friedel-Crafts acylation to generate functionally diverse, acetylated Imidazo[1,2-a]pyridine derivatives.

Authors:  Brendan Frett; Nicholas McConnell; Anupreet Kharbanda; Gunaganti Naresh; Benjamin Rounseville; Christina Warner; John Chang; Natalie Debolske; Hong-Yu Li
Journal:  Tetrahedron       Date:  2018-07-17       Impact factor: 2.457

4.  Efficient access to 2,3-diarylimidazo[1,2-a]pyridines via a one-pot, ligand-free, palladium-catalyzed three-component reaction under microwave irradiation.

Authors:  Yuanxiang Wang; Brendan Frett; Hong-yu Li
Journal:  Org Lett       Date:  2014-05-22       Impact factor: 6.005

5.  Overcoming the limitations of directed C-H functionalizations of heterocycles.

Authors:  Yue-Jin Liu; Hui Xu; Wei-Jun Kong; Ming Shang; Hui-Xiong Dai; Jin-Quan Yu
Journal:  Nature       Date:  2014-11-10       Impact factor: 49.962

6.  Palladium-catalyzed 2,5-diheteroarylation of 2,5-dibromothiophene derivatives.

Authors:  Fatma Belkessam; Aidene Mohand; Jean-François Soulé; Abdelhamid Elias; Henri Doucet
Journal:  Beilstein J Org Chem       Date:  2014-12-09       Impact factor: 2.883

7.  Palladium-catalyzed intramolecular C-H arylation of 2-halo-N-Boc-N-arylbenzamides for the synthesis of N-H phenanthridinones.

Authors:  Quan-Fang Hu; Tian-Tao Gao; Yao-Jie Shi; Qian Lei; Luo-Ting Yu
Journal:  RSC Adv       Date:  2018-04-13       Impact factor: 4.036

8.  Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles.

Authors:  Anthony R Martin; Anthony Chartoire; Alexandra M Z Slawin; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2012-09-27       Impact factor: 2.883

  8 in total

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