Investigation of the reaction of dithiocarbamic acid salts with trimethyl orthoformate and styrene epoxide

被引:8
|
作者
Halimehjani, Azim Ziyaei [1 ]
Shayegan, Mojtaba Hajilou [2 ]
Poshteh, Shiva Shakori [3 ]
Amani, Vahid [4 ]
Notash, Behrouz [5 ]
Hashemi, Mohammad M. [2 ]
机构
[1] Kharazmi Univ, Fac Chem, Tehran, Iran
[2] Sharif Univ Technol, Dept Chem, Tehran, Iran
[3] Islamic Azad Univ, Pharmaceut Sci Branch IAUPS, Tehran, Iran
[4] Islamic Azad Univ, Yadegar E Imam Khomeini RAH Branch, Dept Chem, Tehran, Iran
[5] Shahid Beheshti Univ, Dept Chem, Tehran 1983963113, Iran
关键词
Dithiocarbamate; Orthoesters; Epoxides; 4-(N,N-Dialkyldithiocarbamato)-2-dialkyliminio-1,3-dithietane; tetrafluoroborate 2-iminium-1,3-dithiolanes; ONE-POT SYNTHESIS; RADICAL POLYMERIZATION; EFFICIENT INTERMEDIATE; HIGHLY EFFICIENT; CARBON-DISULFIDE; AMINES; 3-COMPONENT; RHODANINES; COMPLEXES; THIOUREAS;
D O I
10.1016/j.tetlet.2015.11.033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of dithiocarbamic acid salts with trimethyl orthoformate in the presence of BF3 center dot OEt2 was investigated to give 4-(N,N-dialkyldithiocarbamato)-2-dialkyliminio-1,3-dithietane tetrafluoroborates in good yields. Additionally, a one-pot procedure for the synthesis of 2-iminium-1,3-dithiolanes from the BF3 center dot OEt2 catalyzed reaction of dithiocarbamic acid salts with styrene epoxide is described. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7124 / 7127
页数:4
相关论文
共 50 条
  • [1] Investigation of the Reaction of Dithiocarbamic Acid Salts with Aromatic Aldehydes
    Halimehjani, Azim Ziyaei
    Shayegan, Mojtaba Hajiloo
    Hashemi, Mohammad Mahmoodi
    Notash, Behrooz
    ORGANIC LETTERS, 2012, 14 (15) : 3838 - 3841
  • [2] NOTE ON THE REACTION OF AMINOACETONITRILE HYDROCHLORIDE WITH TRIMETHYL ORTHOFORMATE
    WINKLER, T
    LUTZ, W
    KRISTINSSON, H
    LIEBIGS ANNALEN DER CHEMIE, 1985, (02): : 433 - 434
  • [3] Oxidation of styrene epoxide–acid binary system and styrene epoxide–acid–amine ternary system catalyzed by Co(II) salts
    L. V. Petrov
    V. M. Solyanikov
    Doklady Physical Chemistry, 2017, 472 : 19 - 22
  • [4] Oxidation of Styrene Epoxide-Acid Binary System and Styrene Epoxide-Acid-Amine Ternary System Catalyzed by Co(II) Salts
    Petrov, L. V.
    Solyanikov, V. M.
    DOKLADY PHYSICAL CHEMISTRY, 2017, 472 : 19 - 22
  • [5] Radioprotective activity of new dithiocarbamic acid salts
    Tarakhtii É.A.
    Sidorova L.P.
    Zhigal'skii O.A.
    Chupakhin O.N.
    Pharmaceutical Chemistry Journal, 1998, 32 (1) : 15 - 19
  • [6] Reaction of Glycerol with Trimethyl Orthoformate: Towards the Synthesis of New Glycerol Derivatives
    Calmanti, Roberto
    Amadio, Emanuele
    Perosa, Alvise
    Selva, Maurizio
    CATALYSTS, 2019, 9 (06):
  • [7] REACTION OF BENZYLIDENEBENZOCYCLANONES WITH DITHIOCARBAMIC ACID AND THIOUREA
    PERJESI, P
    BATTA, G
    FOLDESI, A
    MONATSHEFTE FUR CHEMIE, 1994, 125 (04): : 433 - 439
  • [8] OXIDATION OF FLAVANONES WITH LEAD-TETRAACETATE, TRIMETHYL ORTHOFORMATE AND PERCHLORIC-ACID
    KHANNA, MS
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1994, 26 (01) : 125 - 127
  • [9] CARBENE REACTIONS .10. IONIC INTERMEDIATES IN REACTION OF TRIMETHYL ORTHOFORMATE WITH ARYL ISOCYANATES
    HOFFMANN, RW
    REIFFEN, M
    CHEMISCHE BERICHTE-RECUEIL, 1977, 110 (01): : 49 - 52
  • [10] Molecular Iodine Mediated Preparation of Isothiocyanates from Dithiocarbamic Acid Salts
    Nath, Jayashree
    Ghosh, Harisadhan
    Yella, Ramesh
    Patel, Bhisma K.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (12) : 1849 - 1851