One-pot synthesis of n-alkyl substituted phosphoryl guanidines

被引:5
|
作者
de Souza, MC
de Macedo, WP
da Silva, MCM
Ramos, GCD
Alt, HG
机构
[1] Univ Fed Fluminense, Inst Quim Organ, BR-24020150 Rio De Janeiro, Brazil
[2] Univ Bayreuth, Bayreuth, Germany
关键词
N-alkyl guanidines; phosphoramidic acid; phosphoryl guanidines;
D O I
10.1080/10436500490459669
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This article describes an attractive and one-pot synthesis of the title compound by phosphorylation of just prepared N-substituted guanidines from cyanamide and the desired amine. The method allows a variety of N-substituents to hang on the final phosphoryl guanidine as a function of the wider availability of commercial simple amines.
引用
收藏
页码:1047 / 1054
页数:8
相关论文
共 50 条
  • [1] Palladium-Catalyzed One-Pot Synthesis of N-Sulfonyl, N-Phosphoryl, and N-Acyl Guanidines
    Qiao, Guanyu
    Zhang, Zhen
    Huang, Baoliang
    Zhu, Liu
    Xiao, Fan
    Zhang, Zhenhua
    SYNTHESIS-STUTTGART, 2018, 50 (02): : 330 - 340
  • [2] A facile and practical one-pot 'catch and release' synthesis of substituted guanidines
    Wang, Ying
    Sauer, Daryl R.
    Djuric, Stevan W.
    TETRAHEDRON LETTERS, 2009, 50 (36) : 5145 - 5148
  • [3] One-pot sequential conversion of aldehydes to N-alkyl hindered amides
    Mebane, Robert
    Cecil, Rebekah
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [4] A simple one-pot synthesis of triflyl guanidines: access to highly substituted electron-poor guanidines
    Thai, Karen
    Clement, Craig W.
    Gravel, Michel
    TETRAHEDRON LETTERS, 2009, 50 (47) : 6540 - 6542
  • [5] Application of α-chloroaldoxime O-methanesulfonates to one-pot synthesis of N,N′,N"-substituted guanidines via Tiemann rearrangement
    Yamamoto, Yuhei
    Mizuno, Hiroo
    Tsuritani, Takayuki
    Mase, Toshiaki
    TETRAHEDRON LETTERS, 2009, 50 (42) : 5813 - 5815
  • [6] Novel one-pot synthesis of N-alkyl arylamines from oxime ethers using organometallic reagents
    Mukhopadhyay, Partha P.
    Miyata, Okiko
    Naito, Takeaki
    SYNLETT, 2007, (09) : 1403 - 1406
  • [7] A one-pot three-component synthesis of β-nitro-α-amino acids and their N-alkyl derivatives
    Coghlan, PA
    Easton, CJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (19): : 2659 - 2660
  • [8] Synthesis of N-Alkyl Substituted Benzimidazoquinazolinones
    Dake, Gaurav G.
    Blanchard, Nicolas
    Kaliappan, Krishna P.
    ACS OMEGA, 2024, 9 (31): : 33805 - 33814
  • [9] One-Pot Synthesis of C 2 Symmetric and Asymmetric N,N,N-Substituted Guanidines from Aryl Isothiocyanates and Amines
    Wangngae, Sirilak
    Pattarawarapan, Mookda
    Phakhodee, Wong
    SYNLETT, 2016, 27 (07) : 1121 - 1127
  • [10] A facile one-pot method for the preparation of N-alkyl isatins under microwave irradiation
    Azizian, J
    Fallah-Bagher-Shaidaei, H
    Kefayati, H
    SYNTHETIC COMMUNICATIONS, 2003, 33 (05) : 789 - 793