Literature DB >> 29257701

Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols.

Kieran D Jones1,2, Dennis J Power1, Donald Bierer2, Kersten M Gericke2, Scott G Stewart1.   

Abstract

A method for the coupling of aryl chlorides and thiophenols using an air-stable nickel(0) catalyst is described. This thioetherification procedure can be effectively applied to a range of electronically diverse aryl/heteroaryl chlorides without more expensive metal catalysts such as palladium, iridium, or ruthenium. This investigation also illustrates both, a variety of thiol coupling partners and, in certain cases, the use of Cs2CO3.

Entities:  

Year:  2017        PMID: 29257701     DOI: 10.1021/acs.orglett.7b03560

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


  6 in total

1.  Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides.

Authors:  Seoyoung Kim; Matthew J Goldfogel; Michael M Gilbert; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-05-21       Impact factor: 15.419

2.  Nickel-catalyzed reductive thiolation and selenylation of unactivated alkyl bromides.

Authors:  Yi Fang; Torben Rogge; Lutz Ackermann; Shun-Yi Wang; Shun-Jun Ji
Journal:  Nat Commun       Date:  2018-06-08       Impact factor: 14.919

3.  Highly economical and direct amination of sp3 carbon using low-cost nickel pincer catalyst.

Authors:  Andrew Brandt; Ambar B RanguMagar; Peter Szwedo; Hunter A Wayland; Charlette M Parnell; Pradip Munshi; Anindya Ghosh
Journal:  RSC Adv       Date:  2021-01-06       Impact factor: 3.361

4.  Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation.

Authors:  Shuai Mao; Yahao Zhao; Zixuan Luo; Ruizhe Wang; Bo Yuan; Jianping Hu; Linghao Hu; San-Qi Zhang; Xiaoxing Ye; Mingliang Wang; Zhengkai Chen
Journal:  Front Chem       Date:  2022-07-26       Impact factor: 5.545

5.  Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides.

Authors:  Weigang Zhang; Mengjun Huang; Zhenlei Zou; Zhengguang Wu; Shengyang Ni; Lingyu Kong; Youxuan Zheng; Yi Wang; Yi Pan
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

6.  Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation.

Authors:  Tristan Delcaillau; Alessandro Bismuto; Zhong Lian; Bill Morandi
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-12       Impact factor: 15.336

  6 in total

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