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
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 51期
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
  • [31] Isothiocyanates from tosyl chloride mediated decomposition of in situ generated dithiocarbamic acid salts
    Wong, Rince
    Dolman, Sarah J.
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (10): : 3969 - 3971
  • [32] Improved procedure for the preparation of isothiocyanates via iodine-mediated desulfurization of dithiocarbamic acid salts
    Nath, Jayashree
    Jamir, Latonglila
    Patel, Bhisma K.
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2011, 4 (01) : 1 - 34
  • [33] Synthesis and reactivity of Mannich bases.: XVIII.: Reaction of dithiocarbamic acid salts with mannich bases derived from ortho-hydroxyacetophenones
    Roman, G
    Comanita, E
    Dumitrescu, L
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2003, 178 (11) : 2479 - 2490
  • [34] DITHIOCARBAMIC ACID-DERIVATIVES .4. REACTION OF N-(2-PYRIDYL)DITHIOCARBAMIC ACID METHYL-ESTER WITH NUCLEOPHILIC AGENTS
    BAZAVOVA, IM
    DUBENKO, RG
    PELKIS, PS
    ZHURNAL ORGANICHESKOI KHIMII, 1978, 14 (01): : 195 - 199
  • [35] REACTION OF TETRAFLUOROETHYLENE EPOXIDE WITH PERFLUORODICARBOXYLIC ACID DIFLUORIDE
    SKOBLIKOVA, VI
    SASS, VP
    ERSHOV, AE
    IVANOVA, TL
    SENYUSHOV, LN
    BERENBLIT, VV
    SOKOLOV, LF
    SOKOLOV, SV
    ZHURNAL ORGANICHESKOI KHIMII, 1975, 11 (02): : 303 - 306
  • [36] REACTION OF HEXAMETHYLPHOSPHORIC ACID TRIAMIDE WITH HEXAFLUOROPROPENE EPOXIDE
    MARTINI, T
    TETRAHEDRON LETTERS, 1976, (22) : 1857 - 1860
  • [37] Oxidation of the Styrene Epoxide–Sulfuric Acid Binary System in an Alcohol Solution
    L. V. Petrov
    M. G. Spirin
    V. M. Solyanikov
    Petroleum Chemistry, 2023, 63 : 421 - 427
  • [38] A one-pot reaction of Meldrum's acid with ethyl orthoformate and hydrazines
    Li, JH
    He, JH
    JOURNAL OF CHEMICAL RESEARCH, 2006, (01) : 37 - 38
  • [39] Cobalt-mediated Mizoroki-Heck-type reaction of epoxide with styrene
    Ikeda, Y
    Yorimitsu, H
    Shinokubo, H
    Oshima, K
    ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1631 - 1634
  • [40] Reaction of styrene epoxide with H2Os3(CO)10
    Hahn, Juliet
    Thomas, Melanie
    Bird, Ashley
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
12345