Specificity of the reaction of tetranitromethane with alkenes in nitromethane

被引：4
|
作者：
Ivanova, O. A. [1 ]
Averina, E. B. [1 ]
Budynina, E. M. [1 ]
Korlyukov, A. A. [1 ]
Antipin, M. Yu. [1 ]
Kuznetsova, T. S. [1 ]
Zefirov, N. S. [1 ]
机构：
[1] Moscow MV Lomonosov State Univ, Fac Chem, Moscow 119899, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 41卷 / 09期
基金：
俄罗斯基础研究基金会;
关键词：
Alcohol; Organic Chemistry; Alkene; Nitromethane; Tetranitromethane;
D O I：
10.1007/s11178-005-0333-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reactions of tetranitromethane with a number of di- and trisubstituted olefins in nitromethane were studied. Vinylcyclopropanes and phenylcycloalkenes reacted with tetranitromethane in an unexpected fashion, leading to formation of alkyltrinitromethanes and vicinal nitro alcohols.
引用
收藏
页码：1265 / 1270
页数：6
相关论文
共 50 条
  • [1] Specificity of the Reaction of Tetranitromethane with Alkenes in Nitromethane
    O. A. Ivanova
    E. B. Averina
    E. M. Budynina
    A. A. Korlyukov
    M. Yu. Antipin
    T. S. Kuznetsova
    N. S. Zefirov
    Russian Journal of Organic Chemistry, 2005, 41 : 1265 - 1270
  • [2] Investigation of Detonation Wave in Tetranitromethane, Nitromethane, and Their Solutions with Methanol
    Mochalova, V. M.
    Utkin, A. V.
    Garanin, V. A.
    JOURNAL OF ENERGETIC MATERIALS, 2010, 28 : 231 - 240
  • [3] On the stability of the detonation front in tetranitromethane-nitrobenzene and tetranitromethane-nitromethane liquid composite HEs
    Fedorov, A. V.
    Mikhailov, A. L.
    Men'shikh, A. V.
    Nazarov, D. V.
    Finyushin, S. A.
    Davydov, V. A.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY B, 2007, 1 (06) : 600 - 605
  • [4] On the stability of the detonation front in tetranitromethane-nitrobenzene and tetranitromethane-nitromethane liquid composite HEs
    A. V. Fedorov
    A. L. Mikhailov
    A. V. Men’shikh
    D. V. Nazarov
    S. A. Finyushin
    V. A. Davydov
    Russian Journal of Physical Chemistry B, 2007, 1 : 600 - 605
  • [5] Heterocyclization of electrophilic alkenes with tetranitromethane revisited: regiochemistry and the mechanism of nitroisoxazole formation
    Averina, Elena B.
    Samoilichenko, Yuri V.
    Volkova, Yulia A.
    Grishin, Yuri K.
    Rybakov, Victor B.
    Kutateladze, Andrei G.
    Elyashberg, Mikhail E.
    Kuznetsova, Tamara S.
    Zefirov, Nikolai S.
    TETRAHEDRON LETTERS, 2012, 53 (12) : 1472 - 1475
  • [6] Nitromethane reaction with acetylene in KOH-DMSO system
    Proskurnina, MV
    Shmidt, EY
    Vasil'tsov, AM
    Mikhaleva, AI
    Skornyakov, YV
    Trofimov, BA
    Zefirov, NS
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 39 (02) : 269 - 270
  • [7] Nitromethane Reaction with Acetylene in KOH-DMSO System
    M. V. Proskurnina
    E. Yu. Shmidt
    A.M. Vasil'tsov
    A. I. Mikhaleva
    Yu. V. Skornyakov
    B. A. Trofimov
    N. S. Zefirov
    Russian Journal of Organic Chemistry, 2003, 39 : 269 - 270
  • [8] A method for the cyanation of alkenes using nitromethane as a source of cyano group mediated by proton-exchanged montmorillonite
    Motokura, Ken
    Matsunaga, Kenta
    Miyaji, Akimitsu
    Yamaguchi, Sho
    Baba, Toshihide
    TETRAHEDRON LETTERS, 2014, 55 (51) : 7034 - 7038
  • [9] Reaction of Nitromethane with Phenylacetylene in Superbasic Medium
    Lobanova, N. A.
    Tatarinova, I. V.
    Ushakov, I. A.
    Schmidt, E. Yu.
    Trofimov, B. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (03) : 543 - 547
  • [10] A simple nitration of electrophilic alkenes with tetranitromethane in the presence of triethylamine. Synthesis of functionalized β-nitroalkenes
    Volkova, Yulia A.
    Averina, Elena B.
    Grishin, Yuri K.
    Rybakov, Victor B.
    Kuznetsova, Tamara S.
    Zefirov, Nikolai S.
    TETRAHEDRON LETTERS, 2011, 52 (22) : 2910 - 2913
12345