Iron-catalyzed aerobic oxidative phosphonation of N-aryl tetrahydroisoquinolines

被引：7
|
作者：
Cai, Junjie [1 ]
Liu, Yingle [1 ]
Jiang, Yan [1 ]
Yang, Yi [1 ]
机构：
[1] Sichuan Univ Sci & Engn, Coll Chem & Environm Engn, Key Lab Green Catalysis Higher Educ Inst Sichuan, 180 Xueyuan St,Huixing Rd, Zigong 643000, Sichuan, Peoples R China
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2017年 / 192卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Oxidative phosphonation; iron catalysis; coupling; alpha-aminophosphonate; DEHYDROGENATIVE-COUPLING REACTIONS; C-H FUNCTIONALIZATION; BOND-FORMING REACTIONS; TERTIARY-AMINES; ALPHA-AMINOPHOSPHONATES; BIOLOGICAL-PROPERTIES; ANTITUMOR-ACTIVITY; ACID-DERIVATIVES; EFFICIENT; INHIBITORS;
D O I：
10.1080/10426507.2017.1330827
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
We report herein a novel and efficient method for iron-catalyzed aerobic oxidative phosphonation of N-aryl tetrahydroisoquinolines for the synthesis of biologically interesting alpha-aminophosphonates. This new C-P bond formation reaction features the employment of a sustainable and cost-effective iron salt [Fe(NO3)(3)center dot 9H(2)O] as catalyst, the utilization of air as environmental-benign oxidant, as well as the user-friendly open-flask reaction conditions.
引用
收藏
页码：1068 / 1073
页数：6
相关论文
共 50 条
  • [31] Iron-catalyzed alkylations of aryl sulfamates and carbamates
    Silberstein, Amanda L.
    Ramgren, Stephen D.
    Garg, Neil K.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [32] Iron-catalyzed arylation of α-aryl-α-diazoesters
    Yang, Ji-Min
    Cai, Yan
    Zhu, Shou-Fei
    Zhou, Qi-Lin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (24) : 5516 - 5519
  • [33] Practical iron-catalyzed dehalogenation of aryl halides
    Czaplik, Waldemar Maximilian
    Grupe, Sabine
    Mayer, Matthias
    Jacobi von Wangelin, Axel
    CHEMICAL COMMUNICATIONS, 2010, 46 (34) : 6350 - 6352
  • [34] Iron-Catalyzed Alkylations of Aryl Sulfamates and Carbamates
    Silberstein, Amanda L.
    Ramgren, Stephen D.
    Garg, Neil K.
    ORGANIC LETTERS, 2012, 14 (14) : 3796 - 3799
  • [35] Iron-catalyzed aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines
    Ananthnag, Guddekoppa S.
    Adhikari, Adithya
    Balakrishna, Maravanji S.
    CATALYSIS COMMUNICATIONS, 2014, 43 : 240 - 243
  • [36] An efficient iron-catalyzed S-arylation of aryl and alkylthiols with aryl halides in the presence of water under aerobic conditions
    Sindhu, K. S.
    Thankachan, Amrutha P.
    Thomas, Anns Maria
    Anilkumar, Gopinathan
    TETRAHEDRON LETTERS, 2015, 56 (34) : 4923 - 4926
  • [37] Palladium-catalyzed oxidative cyclization of N-aryl enamines:: From anilines to indoles
    Wuertz, Sebastian
    Rakshit, Souvik
    Neumann, Julia J.
    Droege, Thomas
    Glorius, Frank
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (38) : 7230 - 7233
  • [38] Iron-Catalyzed Coupling of Aryl Sulfannates and Aryl/Vinyl Tosylates with Aryl Grignards
    Agrawal, Toolika
    Cook, Silas P.
    ORGANIC LETTERS, 2014, 16 (19) : 5080 - 5083
  • [39] Visible-light induced Cross-Dehydrogenative-Coupling (CDC) reactions of N-aryl tetrahydroisoquinolines under aerobic conditions
    Lin, Chao
    Li, Peiwu
    Wang, Lin
    TETRAHEDRON LETTERS, 2021, 73
  • [40] NHC-Catalyzed Desymmetrization of N-Aryl Maleimides Leading to the Atroposelective Synthesis of N-Aryl Succinimides
    Barik, Soumen
    Shee, Sayan
    Das, Soumik
    Gonnade, Rajesh G.
    Jindal, Garima
    Mukherjee, Subrata
    Biju, Akkattu T.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (22) : 12264 - 12268
12345