Conjugated addition reactions of nitroalkanes with electrophilic alkenes in aqueous media

被引:0
|
作者
Ballini, R [1 ]
Bosica, G [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
water; Michael addition; nitroalkanes; surfactants;
D O I
10.1002/(SICI)1099-0690(199802)1998:2<355::AID-EJOC355>3.0.CO;2-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Michael reaction of various nitroalkanes 1 with electrophilic alkenes 2 can be performed in NaOH (0.025 - 0.1 M), without any organic solvent. In many cases the presence of cetyltrimethylammonium chloride (CTACl), as cationic surfactant, produces better results. Good yields of the products 3 are obtained even with hindered, and functionalized staring materials.
引用
收藏
页码:355 / 357
页数:3
相关论文
共 50 条
  • [11] Teaching organic reactions using computational chemistry: I. Electrophilic addition reactions to alkenes
    Mariano, Arquimedes
    Ventura, Elizete
    do Monte, Silmar A.
    Braga, Claudia F.
    Carvalho, Antonio B.
    Araujo, Regiane C. M. U.
    Santana, Otavio L.
    [J]. QUIMICA NOVA, 2008, 31 (05): : 1243 - 1249
  • [12] Conjugated addition reaction of amine, carbon disulfide to electrophilic alkenes in the presence of anhydrous potassium phosphate
    Guo, BG
    Ge, ZM
    Cheng, TM
    Li, RT
    [J]. SYNTHETIC COMMUNICATIONS, 2001, 31 (19) : 3021 - 3025
  • [13] Kinetics of the conformer reactions: II. Significance of media in the electrophilic addition reactions
    Shtyrlin, YG
    Shaikhutdinova, GR
    Klimovitskii, EN
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2001, 71 (03) : 464 - 468
  • [14] Kinetics of the Conformer Reactions: II. Significance of Media in the Electrophilic addition Reactions
    Yu. G. Shtyrlin
    G. R. Shaikhutdinova
    E. N. Klimovitskii
    [J]. Russian Journal of General Chemistry, 2001, 71 : 464 - 468
  • [15] Catalytic Addition of Nitroalkanes to Unactivated Alkenes via Directed Carbopalladation
    Simlandy, Amit Kumar
    Rodphon, Warabhorn
    Alturaifi, Turki M.
    Mai, Binh Khanh
    Ni, Hui-Qi
    Gurak Jr, John A.
    Liu, Peng
    Engle, Keary M.
    [J]. ACS CATALYSIS, 2022, 12 (21) : 13755 - 13762
  • [16] ELECTROPHILIC REACTIONS ON CONJUGATED POLYMERS
    RAABE, D
    HORHOLD, HH
    [J]. ZEITSCHRIFT FUR CHEMIE, 1983, 23 (02): : 73 - 73
  • [17] REACTIONS OF CHLORINE MONOFLUORIDE .1. ELECTROPHILIC ADDITION OF CHLORINE MONOFLUORIDE TO SUBSTITUTED ALKENES
    BOGUSLAVSKAYA, LS
    CHUVATKIN, NN
    PANTELEEVA, IY
    TERNOVSKOI, LA
    KROM, EN
    [J]. ZHURNAL ORGANICHESKOI KHIMII, 1980, 16 (12): : 2525 - 2533
  • [18] CYCLOPROPANATION OF ELECTROPHILIC ALKENES WITH NITROALKANES IN THE PRESENCE OF ALUMINA-SUPPORTED POTASSIUM FLUORIDE
    MELOT, JM
    TEXIERBOULLET, F
    FOUCAUD, A
    [J]. SYNTHESIS-STUTTGART, 1987, (04): : 364 - 366
  • [19] THE ADDITION OF PROLINE AND SOME ELECTROPHILIC ALKENES AND ALKYNES
    YEBDRI, O
    TEXIER, F
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (03) : 809 - 812
  • [20] Enantioselective Organocatalytic Conjugate Addition of Nitroalkanes to Electrophilic 2-Iminochromenes
    Li, Wenjun
    Liu, Hui
    Jiang, Xuefeng
    Wang, Jian
    [J]. ACS CATALYSIS, 2012, 2 (08): : 1535 - 1538