One-pot two-step sequential transformation: Highly efficient construction of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers

被引:7
|
作者
Liu, Cuibo [1 ]
Yin, Xuguang [1 ]
Chang, Jing [1 ]
Tang, Xiangyang [1 ]
Zhang, Bin [1 ,2 ]
机构
[1] Tianjin Univ, Sch Sci, Dept Chem, Tianjin 300072, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
关键词
Polyfluoroarenes; C-F bond cleavage; One-pot two-step; o-Arylated oximes; PENTAFLUOROBENZONITRILE; POLYFLUOROARENES; FLUORINE; REAGENTS; ACID;
D O I
10.1016/j.jfluchem.2014.06.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A practical variety of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers bearing broad functional groups were synthesized in moderate to good yields. The key highlight of this disclosure involving a one-pot two-step tandem procedure in aqueous media: the in situ formation of aryl aldehydes or ketones oximes followed by the SNAr reaction with pentafluorobenzonitrile via the high selective C-F bond cleavage. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:101 / 108
页数:8
相关论文
共 50 条
  • [21] Convenient two-step one-pot synthesis of 3-substituted imidazo[1,2-a]pyridines and imidazo[1,2-b]pyridazines
    Hongli Fan
    Fenghai Li
    Journal of Chemical Sciences, 2018, 130
  • [22] Convenient two-step one-pot synthesis of 3-substituted imidazo[1,2-a]pyridines and imidazo[1,2-b]pyridazines
    Fan, Hongli
    Li, Fenghai
    JOURNAL OF CHEMICAL SCIENCES, 2018, 130 (05)
  • [23] A consecutive one-pot two-step approach to novel trifluoromethyl-substituted bis(indolyl)methane derivatives promoted by Sc(OTf)3 and p-TSA
    Yuan, Xinxin
    Wu, Lulu
    Xu, Cuilian
    Pan, Zhenliang
    Shi, Lijun
    Yang, Guoyu
    Wang, Caixia
    Fan, Sufang
    TETRAHEDRON LETTERS, 2019, 60 (52)
  • [24] Two-step, one-pot synthesis of 5-aryl-2-amino-1,3,4-oxadiazoles using microwave-assisted synthesis.
    Ioannidis, P
    Lundin, R
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U352 - U352
  • [25] Highly substituted gamma lactam follicle stimulating hormone (FSH) agonists from gamma lactones: A one-pot, two-step stereoselective method involving Weinreb amidation and the Mitsunobu reaction.
    Pelletier, JC
    Rogers, J
    Wrobel, J
    Shen, E
    Meade, E
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U60 - U60
  • [26] Efficient Synthesis of Dithieno[3,2-B:2',3'-d]Thiophenes Derivatives with Promising Optoelectronic Properties Via a One-Pot, Two-Step Method with Elemental Sulfur
    Zhang, Peng
    Li, Shiju
    Li, Zongmiao
    Yuan, Bowei
    Liu, Fanming
    Zhou, Shaodong
    CHEMISTRYSELECT, 2024, 9 (39):
  • [27] One-pot synthesis of five substituted tetrahydropyridines using nano-Al2O3/BF3/Fe3O4 as a highly efficient nano-catalyst
    Elaheh Babaei
    Bi Bi Fatemeh Mirjalili
    Research on Chemical Intermediates, 2018, 44 : 3493 - 3505
  • [28] One-pot synthesis of five substituted tetrahydropyridines using nano-Al2O3/BF3/Fe3O4 as a highly efficient nano-catalyst
    Babaei, Elaheh
    Mirjalili, Bi Bi Fatemeh
    RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (05) : 3493 - 3505
  • [29] One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide
    Zhang, Wensheng
    Li, Yan
    Zhou, Hongyan
    Su, Xiaoli
    Zhang, Xiaofeng
    Zhang, Wei
    TETRAHEDRON LETTERS, 2021, 81
  • [30] A consecutive one-pot two-step approach to trifluoromethylated pyrazolo [4′,3′:5,6]pyrano[2,3-b]indoles promoted by molecular iodine
    Zhu, Yingjun
    Chen, Fanhui
    Zhou, Yidi
    Kang, Zhangping
    Zhang, Min
    Deng, Hongmei
    Song, Liping
    JOURNAL OF FLUORINE CHEMISTRY, 2018, 211 : 141 - 147