Literature DB >> 21388215

Nickel-catalyzed cross-coupling of aryl phosphates with arylboronic acids.

Hu Chen1, Zhongbin Huang, Xiaoming Hu, Guo Tang, Pengxiang Xu, Yufen Zhao, Chien-Hong Cheng.   

Abstract

The Suzuki-Miyaura cross-coupling of aryl phosphates using Ni(PCy(3))(2)Cl(2) as an inexpensive, bench-stable catalyst is described. Broad substrate scope and high efficiency are demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. The poor reactivity of aryl phosphates relative to aryl halides is successfully employed to construct polyarenes by selective cross-coupling using Pd and Ni catalysts.

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Year:  2011        PMID: 21388215     DOI: 10.1021/jo2000034

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


  8 in total

1.  Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species.

Authors:  Megan Mohadjer Beromi; Ainara Nova; David Balcells; Ann M Brasacchio; Gary W Brudvig; Louise M Guard; Nilay Hazari; David J Vinyard
Journal:  J Am Chem Soc       Date:  2017-01-10       Impact factor: 15.419

2.  Well-defined nickel and palladium precatalysts for cross-coupling.

Authors:  Nilay Hazari; Patrick R Melvin; Megan Mohadjer Beromi
Journal:  Nat Rev Chem       Date:  2017-03-01       Impact factor: 34.035

3.  Mechanism and Origins of Ligand-Controlled Stereoselectivity of Ni-Catalyzed Suzuki-Miyaura Coupling with Benzylic Esters: A Computational Study.

Authors:  Shuo-Qing Zhang; Buck L H Taylor; Chong-Lei Ji; Yuan Gao; Michael R Harris; Luke E Hanna; Elizabeth R Jarvo; K N Houk; Xin Hong
Journal:  J Am Chem Soc       Date:  2017-09-07       Impact factor: 15.419

4.  Preparation of C-arylglycals via Suzuki-Miyaura cross-coupling of dihydropyranylphosphates.

Authors:  Michelle R Leidy; J Mason Hoffman; Rongson Pongdee
Journal:  Tetrahedron Lett       Date:  2013-12-11       Impact factor: 2.415

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

Authors:  Guo-Lin Gao; Wujiong Xia; Pankaj Jain; Jin-Quan Yu
Journal:  Org Lett       Date:  2016-02-02       Impact factor: 6.005

6.  Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions.

Authors:  Jairus L Lamola; Paseka T Moshapo; Cedric W Holzapfel; Munaka Christopher Maumela
Journal:  RSC Adv       Date:  2021-08-05       Impact factor: 4.036

Review 7.  Atherton-Todd reaction: mechanism, scope and applications.

Authors:  Stéphanie S Le Corre; Mathieu Berchel; Hélène Couthon-Gourvès; Jean-Pierre Haelters; Paul-Alain Jaffrès
Journal:  Beilstein J Org Chem       Date:  2014-05-21       Impact factor: 2.883

8.  Convenient Method of Synthesizing Aryloxyalkyl Esters from Phenolic Esters Using Halogenated Alcohols.

Authors:  Xueyang Jiang; Junting Zhou; Yue Zhou; Haopeng Sun; Jian Xu; Feng Feng; Wei Qu
Journal:  Molecules       Date:  2018-07-13       Impact factor: 4.411

  8 in total

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