Literature DB >> 26478819

Nickel-Catalyzed Decarboxylative Arylation of Azoles with Perfluoro- and Nitrobenzoates.

Jennifer M Crawford1, Kyle E Shelton1, Emily K Reeves1, Bryce K Sadarananda1, Dipannita Kalyani1.   

Abstract

This manuscript describes a Ni-catalyzed method for the direct arylation of azoles using benzoates. Perfluorophenyl and 2-nitrobenzoates participate in these reactions to afford the corresponding products in modest to good yields. The efficiency of the arylations with perfluorobenzoates is highly dependent on both the degree and position of fluorine atoms in the benzoates.

Entities:  

Year:  2015        PMID： 26478819      PMCID： PMC4606873          DOI： 10.1039/C5QO00040H

Source DB:  PubMed          Journal:  Org Chem Front        ISSN： 2052-4110            Impact factor:   5.281


  38 in total

Review 1.  Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.

Authors:  Dino Alberico; Mark E Scott; Mark Lautens
Journal:  Chem Rev       Date:  2007-01       Impact factor: 60.622

Review 2.  Fluorinated organic materials for electronic and optoelectronic applications: the role of the fluorine atom.

Authors:  Francesco Babudri; Gianluca M Farinola; Francesco Naso; Roberta Ragni
Journal:  Chem Commun (Camb)       Date:  2006-12-04       Impact factor: 6.222

3.  Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

Authors:  Carin C C Johansson Seechurn; Matthew O Kitching; Thomas J Colacot; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-09       Impact factor: 15.336

4.  Methoxy-directed aryl-to-aryl 1,3-rhodium migration.

Authors:  Jing Zhang; Jun-Feng Liu; Angel Ugrinov; Anthony F X Pillai; Zhong-Ming Sun; Pinjing Zhao
Journal:  J Am Chem Soc       Date:  2013-11-07       Impact factor: 15.419

Review 5.  Recent advances in aryl-aryl bond formation by direct arylation.

Authors:  Gerard P McGlacken; Lorraine M Bateman
Journal:  Chem Soc Rev       Date:  2009-05-22       Impact factor: 54.564

6.  Dual catalysis. Merging photoredox with nickel catalysis: coupling of α-carboxyl sp³-carbons with aryl halides.

Authors:  Zhiwei Zuo; Derek T Ahneman; Lingling Chu; Jack A Terrett; Abigail G Doyle; David W C MacMillan
Journal:  Science       Date:  2014-06-05       Impact factor: 47.728

7.  Pd-catalyzed decarboxylative arylation of thiazole, benzoxazole, and polyfluorobenzene with substituted benzoic acids.

Authors:  Kai Xie; Zhiyong Yang; Xingjian Zhou; Xiujian Li; Sizhuo Wang; Ze Tan; Xiangyu An; Can-Cheng Guo
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

8.  Development of a palladium-catalyzed decarboxylative cross-coupling of (2-azaaryl)carboxylates with aryl halides.

Authors:  Christopher K Haley; Christopher D Gilmore; Brian M Stoltz
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

Review 9.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process.

Authors:  Jiancan Zhao; Hong Fang; Jianlin Han; Yi Pan
Journal:  Beilstein J Org Chem       Date:  2013-08-21       Impact factor: 2.883
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