Pd-catalyzed intramolecular aminofluorination of allylic sulfamides

被引:8
|
作者
Cheng, Jiashun [1 ]
Chen, Pinhong [1 ]
Liu, Guosheng [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
Palladium-catalyzed; Aminofluorination; Alkene; Fluorinated 1,3-diamine; 6-Endo cyclization; UNACTIVATED ALKENES; EFFICIENT SYNTHESIS; OXIDATIVE AMINOFLUORINATION; STYRENES; HETEROCYCLES; SELECTFLUOR; DERIVATIVES; CYCLIZATION; ALKYNES;
D O I
10.1016/S1872-2067(14)60164-9
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A facile Pd-catalyzed intramolecular aminofluorination reaction of allylic sulfamides was developed that can be used to prepare fluorinated 1,3-diamine derivatives. Acetic acid was essential for regulation to give the major 6-endo cyclization products. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:40 / 47
页数:8
相关论文
共 50 条
  • [1] Synthesis of γ-Lactams and γ-Lactones via Intramolecular Pd-Catalyzed Allylic Alkylations
    Kammerer, Claire
    Prestat, Guillaume
    Madec, David
    Poli, Giovanni
    ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (12) : 3439 - 3447
  • [2] Chiral phosphinooxazolines as ligands in asymmetric catalysis: Intramolecular Pd-catalyzed allylic alkylation
    Koch, G
    Pfaltz, A
    TETRAHEDRON-ASYMMETRY, 1996, 7 (08) : 2213 - 2216
  • [3] Pd-catalyzed allylic alkylation of thioamides
    Rong, Bin
    Ding, Lei
    Yu, Hailei
    Yang, Qin
    Liu, Xuliang
    Xu, Dongfang
    Li, Guisheng
    Zhao, Baoguo
    TETRAHEDRON LETTERS, 2013, 54 (48) : 6501 - 6503
  • [4] Asymmetric synthesis of 1-vinyltetrahydroisoquinoline through Pd-catalyzed intramolecular allylic amination
    Shi, Ce
    Ojima, Iwao
    TETRAHEDRON, 2007, 63 (35) : 8563 - 8570
  • [5] Pd-Catalyzed Allylic Alkynylation of Allylic Acetates with Terminal Alkynes
    Yang, Qingjing
    Zhou, Yongyun
    Chen, Jingchao
    He, Xiaobo
    Xu, Jianbin
    Kwong, Fuk Yee
    Fan, Baomin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (24) : 5330 - 5333
  • [6] Pd-Catalyzed Synthesis of Allylic Silanes from Allylic Ethers
    Moser, Ralph
    Nishikata, Takashi
    Lipshutz, Bruce H.
    ORGANIC LETTERS, 2010, 12 (01) : 28 - 31
  • [7] Pd-catalyzed asymmetric α-allylic alkylation of thioamides
    Rong, Bin
    Yang, Qin
    Liu, Yong
    Xu, Hong
    Hu, Yifan
    Cheng, Xuejing
    Zhao, Baoguo
    TETRAHEDRON LETTERS, 2015, 56 (04) : 595 - 598
  • [8] Pd-catalyzed allylic alkylation of secondary nitroalkanes
    Maki, Keisuke
    Kanai, Motomu
    Shibasaki, Masakatsu
    TETRAHEDRON, 2007, 63 (20) : 4250 - 4257
  • [9] Pd-Catalyzed Intramolecular α-Allylic Alkylation of Ketones with Alkynes: Rapid and Stereodivergent Construction of [3.2.1] Bicycles
    Zheng, Pengfei
    Wang, Chengpeng
    Chen, Ying-Chun
    Dong, Guangbin
    ACS CATALYSIS, 2019, 9 (06): : 5515 - 5521
  • [10] Computational studies of the mechanism of Pd-Catalyzed Intramolecular Friedel-Crafts allylic alkylation of phenols
    Kuribara, Takahito
    Matsumoto, Koki
    Nagasawa, Sho
    Suzuki, Yuta
    Nakajima, Masaya
    Hamada, Yasumasa
    Nemoto, Tetsuhiro
    TETRAHEDRON, 2020, 76 (18)