Literature DB >> 31436427

Nickel-Catalyzed Electrochemical Phosphorylation of Aryl Bromides.

Ya Bai1, Nian Liu1, Shutao Wang1, Siyu Wang1, Shulin Ning1, Lingling Shi1, Lili Cui2, Zhuoqi Zhang1, Jinbao Xiang1.   

Abstract

A nickel-catalyzed electrochemical cross-coupling reaction of aryl bromides with dialkyl phosphites, ethyl phenylphosphinate, and diphenylphosphine oxide has been developed. This reaction utilizes a simple undivided cell with inexpensive carbon electrodes to synthesize aryl phosphonates, aryl phosphinates, and arylphosphine oxides at room temperature. This protocol provides a mild and efficient route for the construction of C-P bond in moderate to high yields with broad substrate scope.

Entities:  

Year:  2019        PMID: 31436427     DOI: 10.1021/acs.orglett.9b02475

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


  5 in total

1.  Arylphosphonate-Directed Ortho C-H Borylation: Rapid Entry into Highly-Substituted Phosphoarenes.

Authors:  Feiyang Xu; Olivia M Duke; Daniel Rojas; Hanka M Eichelberger; Raphael S Kim; Timothy B Clark; Donald A Watson
Journal:  J Am Chem Soc       Date:  2020-07-02       Impact factor: 15.419

2.  I2-mediated Csp2-P bond formation via tandem cyclization of o-alkynylphenyl isothiocyanates with organophosphorus esters.

Authors:  Yang Liu; Wenjin Wu; Xiaoyan Sang; Yu Xia; Guojian Fang; Wenyan Hao
Journal:  RSC Adv       Date:  2022-06-20       Impact factor: 4.036

3.  Electrochemical C-H phosphorylation of arenes in continuous flow suitable for late-stage functionalization.

Authors:  Hao Long; Chong Huang; Yun-Tao Zheng; Zhao-Yu Li; Liang-Hua Jie; Jinshuai Song; Shaobin Zhu; Hai-Chao Xu
Journal:  Nat Commun       Date:  2021-11-16       Impact factor: 14.919

4.  Palladium-catalyzed phosphorylation of arylsulfonium salts with P(O)H compounds via C-S bond cleavage.

Authors:  Huijin Liu; Kai Sun; Xiaolan Li; Jie Zhang; Wei Lu; Xuzhong Luo; Haiqing Luo
Journal:  RSC Adv       Date:  2022-09-07       Impact factor: 4.036

5.  Nickel catalysis enables convergent paired electrolysis for direct arylation of benzylic C-H bonds.

Authors:  Lei Zhang; Xile Hu
Journal:  Chem Sci       Date:  2020-04-27       Impact factor: 9.825

  5 in total

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