Cathodic C-H electro-activation in ionic liquid: An improved electrochemical method for the conjugate addition of 1,3-dicarbonyl compounds

被引：8
|
作者：
Palombi, Laura [1 ]
Bocchino, Carmen [1 ]
Caruso, Tonino [1 ]
Villano, Rosaria [2 ]
Scettri, Arrigo [1 ]
机构：
[1] Univ Fisciano, Dipartimento Chim, I-84084 Fisciano, SA, Italy
[2] CNR, Ist Chim Biomol, I-07040 Sassari, Italy
来源：
CATALYSIS COMMUNICATIONS | 2008年 / 10卷 / 03期
关键词：
D O I：
10.1016/j.catcom.2008.09.017
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The constant current electrolysis of 1,3-dicarbonyl compounds in 1-ethyl-3-methylimidazolium ethylsulfate (EMIMEtSO4) ionic liquid provided the direct deprotonation of the methylene active functionality to the cathode: the corresponding enolates efficiently underwent to the one-pot Michael addition with activated olefins. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码：321 / 324
页数：4
相关论文
共 50 条
  • [21] Tributylphosphine as a superior catalyst for the α-C-addition of 1,3-dicarbonyl compounds to electron-deficient alkynes
    Hanédanian, M
    Loreau, O
    Sawicki, M
    Taran, F
    TETRAHEDRON, 2005, 61 (09) : 2287 - 2294
  • [22] Conjugate Addition of 1,3-Dicarbonyl Compounds to Maleimides Using a Chiral C2-Symmetric Bis(2-aminobenzimidazole) as Recyclable Organocatalyst
    Gomez-Torres, Eduardo
    Alonso, Diego A.
    Gomez-Bengoa, Enrique
    Najera, Carmen
    ORGANIC LETTERS, 2011, 13 (22) : 6106 - 6109
  • [23] HY and Hβ Zeolites Mediated C-C Bond Formation via Addition/Substitution Reaction of 1,3-Dicarbonyl Compounds to Alcohols and Alkenes
    Boosa, Murali
    Yennamaneni, Divya Rohini
    Chevella, Durgaiah
    Amrutham, Vasu
    Gajula, Krishna Sai
    Madasu, Ramulamma
    Akula, Venugopal
    Nama, Narender
    CATALYSIS LETTERS, 2023, 153 (05) : 1349 - 1358
  • [24] Catalyst-Controlled Divergent C-H Functionalization of Unsymmetrical 2-Aryl Cyclic 1,3-Dicarbonyl Compounds with Alkynes and Alkenes
    Dooley, Johnathon D.
    Chidipudi, Suresh Reddy
    Lam, Hon Wai
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (29) : 10829 - 10836
  • [25] Catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to nitroalkenes by a grinding method
    Xie, Zong-Bo
    Wang, Na
    Wu, Ming-Yu
    He, Ting
    Le, Zhang-Gao
    Yu, Xiao-Qi
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 534 - 538
  • [26] C-13 NMR AND H-1 SPECTRA AND THE STRUCTURE OF CONDENSATION PRODUCTS OF 1,3-DICARBONYL COMPOUNDS
    EMELINA, EE
    GINDIN, VA
    ERSHOV, BA
    ZHURNAL ORGANICHESKOI KHIMII, 1987, 23 (12): : 2565 - 2570
  • [27] Computational Studies on Reaction Mechanism of the Catalyst-Controlled Selective Insertion of Metal Carbenoids into C-C and C-H Bonds of 1,3-Dicarbonyl Compounds
    Cao, Shanshan
    Liu, Zhaohong
    Yuan, Haiyan
    Yang, Liu
    Zhang, Jingping
    Bi, Xihe
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (08) : 2468 - 2475
  • [28] Carbon-supported iron-ionic liquid: an efficient and recyclable catalyst for benzylation of 1,3-dicarbonyl compounds with alcohols
    Moriel, P.
    Garcia, A. B.
    GREEN CHEMISTRY, 2014, 16 (09) : 4306 - 4311
  • [29] Rh(III)-Catalyzed Direct C-H Cyclization of N-Nitrosoanilines with 1,3-Dicarbonyl Compounds: A Route to Tetrahydrocarbazol-4-ones
    Jiao, Liulin
    Zhang, Bo
    Qu, Bohong
    Zhai, Ruirui
    Chen, Xun
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (15): : 10662 - 10669
  • [30] Chiral squaramide as multiple H-bond donor organocatalysts for the asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroolefins
    Dong, Ze
    Qiu, Guofu
    Zhou, Hai-Bing
    Dong, Chune
    TETRAHEDRON-ASYMMETRY, 2012, 23 (22-23) : 1550 - 1556
12345