Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives

被引：18
|
作者：
Chen, Quan [1 ]
Wu, Aizhen [1 ]
Qin, Shengxiang [1 ]
Zeng, Meiqi [1 ]
Le, Zhiping [1 ]
Yan, Zhaohua [1 ]
Zhang, Hua [1 ]
机构：
[1] Nanchang Univ, Coll Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 17期
基金：
中国国家自然科学基金;
关键词：
decarboxylative cross-coupling; C-O bond functionalization; nickel-catalyzed; phenol derivatives; polyfluorobiaryls; C-O BOND; AROMATIC CARBOXYLATE SALTS; H BONDS; NICKEL CATALYSIS; DIRECT ARYLATION; BIARYL SYNTHESIS; ARYL HALIDES; ACTIVATION; CLEAVAGE; ACIDS;
D O I：
10.1002/adsc.201800729
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A Ni-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with unactivated phenol and phenylmethanol derivatives is described. This novel transformation provides a practical and efficient protocol towards the synthesis of important polyfluorobiaryls and polyfluorinated diarylmethanes, and greatly enlarges the range of electrophiles utilized in decarboxylative coupling. Remarkably, preliminary mechanistic studies indicated the essential role of Zn(OAc)(2) might lie in the enhancement of decarboxylation step.
引用
收藏
页码：3239 / 3244
页数：6
相关论文
共 50 条
  • [31] Decarboxylative Cross-Coupling of Acyl Fluorides with Potassium Perfluorobenzoates
    Fu, Liyan
    Chen, Qiang
    Nishihara, Yasushi
    ORGANIC LETTERS, 2020, 22 (16) : 6388 - 6393
  • [32] The Application of Pulse Radiolysis to the Study of Ni(I) Intermediates in Ni-Catalyzed Cross-Coupling Reactions
    Till, Nicholas A.
    Oh, Seokjoon
    MacMillan, David W. C.
    Bird, Matthew J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (25) : 9332 - 9337
  • [33] New directions in Ni-catalyzed cross coupling
    Doyle, Abigail
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [34] Direct aminoalkylation of arenes and hetarenes via Ni-Catalyzed Negishi cross-coupling reactions
    Melzig, Laurin
    Gavryushin, Andrey
    Knochel, Paul
    ORGANIC LETTERS, 2007, 9 (26) : 5529 - 5532
  • [35] Pd- and Ni-catalyzed cross-coupling reactions in the synthesis of organic electronic materials
    Xu, Shiqing
    Kim, Eun Hoo
    Wei, Alexander
    Negishi, Ei-ichi
    SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 2014, 15 (04)
  • [36] Ni-Catalyzed Enantioselective Reductive Diarylation of Activated Alkenes by Domino Cyclization/Cross-Coupling
    Wang, Kuai
    Ding, Zhengtian
    Zhou, Zhijun
    Kong, Wangqing
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (39) : 12364 - 12368
  • [37] Ni-Catalyzed Enantioselective Desymmetrization: Development of Divergent Acyl and Decarbonylative Cross-Coupling Reactions
    Hernandez-Mejias, Angel D.
    Shimozono, Alexander M.
    Hazra, Avijit
    Richter, Sven
    Tong, Zhengjia
    Langille, Neil F.
    Quasdorf, Kyle
    Parsons, Andrew T.
    Sigman, Matthew S.
    Reisman, Sarah E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2025, 147 (04) : 3468 - 3477
  • [38] P,N Ligand in Ni-Catalyzed Cross-Coupling Reactions: A Promising Tool for π-Functionalization
    Bae, Jaehan
    Cho, Eun Jin
    ACS CATALYSIS, 2023, 13 (20) : 13540 - 13560
  • [39] Theoretical Study on the Mechanism of Ni-Catalyzed Alkyl-Alkyl Suzuki Cross-Coupling
    Li, Zhe
    Jiang, Yuan-Ye
    Fu, Yao
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (14) : 4345 - 4357
  • [40] Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides
    Hsu, Che-Ming
    Lee, Shao-Chi
    Tsai, Hao-En
    Tsao, Yong-Ting
    Chan, Cheng-Lin
    Minoza, Shinje
    Tsai, Zong-Nan
    Li, Li-Yun
    Liao, Hsuan-Hung
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (05): : 3799 - 3803
12345