Literature DB >> 23627776

Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids.

Xiao-Jian Li1, Jin-Ling Zhang, Yu Geng, Zhong Jin.   

Abstract

Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids was described. Selective activation of the phenol C-O bonds was achieved by converting them into the corresponding aryl 2,4-dimethoxy-1,3,5-triazine-6-yl ethers, in which aryl C-O bond could be selectively cleaved with inexpensive, air-stable NiCl2(dppf) as a catalyst. Coupling of these readily accessible heteroaryl ethers proved tolerant of extensive functional groups.

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Year:  2013        PMID: 23627776     DOI: 10.1021/jo4005537

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.  Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents.

Authors:  Minh H Nguyen; Kevin T O'Brien; Amos B Smith
Journal:  J Org Chem       Date:  2017-10-02       Impact factor: 4.354

3.  Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles.

Authors:  John E A Russell; Emily D Entz; Ian M Joyce; Sharon R Neufeldt
Journal:  ACS Catal       Date:  2019-03-04       Impact factor: 13.084

4.  Nickel-catalyzed Suzuki-Miyaura couplings in green solvents.

Authors:  Stephen D Ramgren; Liana Hie; Yuxuan Ye; Neil K Garg
Journal:  Org Lett       Date:  2013-07-23       Impact factor: 6.005

5.  Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols.

Authors:  Jiancong Xu; Jingjing Chen; Feng Gao; Shuguang Xie; Xiaohua Xu; Zhong Jin; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2019-01-24       Impact factor: 15.419

6.  Development of a method for the synthesis of 2,4,5-trisubstituted oxazoles composed of carboxylic acid, amino acid, and boronic acid.

Authors:  Kohei Yamada; Naoto Kamimura; Munetaka Kunishima
Journal:  Beilstein J Org Chem       Date:  2017-07-27       Impact factor: 2.883

7.  Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.

Authors:  Ren-Jun Wu; Kai-Xuan Zhou; Haijin Yang; Guo-Qing Song; Yong-Hong Li; Jia-Xin Fu; Xiao Zhang; Shu-Jing Yu; Li-Zhong Wang; Li-Xia Xiong; Cong-Wei Niu; Fu-Hang Song; Haitao Yang; Jian-Guo Wang
Journal:  Eur J Med Chem       Date:  2019-02-14       Impact factor: 6.514

8.  Transition metal-catalysed A-ring C-H activations and C(sp2)-C(sp2) couplings in the 13α-oestrone series and in vitro evaluation of antiproliferative properties.

Authors:  Péter Traj; Ali Hazhmat Abdolkhaliq; Anett Németh; Sámuel Trisztán Dajcs; Ferenc Tömösi; Tea Lanisnik-Rizner; István Zupkó; Erzsébet Mernyák
Journal:  J Enzyme Inhib Med Chem       Date:  2021-12       Impact factor: 5.051

  8 in total

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