Microwave-Assisted, Rapid, Solvent-Free Aza-Michael Reaction by Perchloric Acid Impregnated on Silica Gel

被引:17
|
作者
Singh, Surya Prakash [1 ]
Kumar, T. Vijaya [2 ]
Chandrasekharam, M. [2 ]
Giribabu, L. [2 ]
Reddy, P. Yella [2 ]
机构
[1] Osaka Univ, Dept Appl Chem, Grad Sch Engn, Osaka 565887, Japan
[2] Indian Inst Chem Technol, Nano Mat Lab, Inorgan & Phys Chem Div, Hyderabad 500007, Andhra Pradesh, India
关键词
Aza-Michael reaction; HClO4; SiO2; hydroamination; microwave irradiation; reusable catalyst; solvent-free; HIGHLY EFFICIENT; ALPHA; BETA-UNSATURATED COMPOUNDS; CONJUGATE ADDITION; IONIC LIQUIDS; AMINES; CATALYST; ACETYLATION; HCLO4-SIO2; SYSTEM;
D O I
10.1080/00397910902883579
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly efficient solvent-free aza-Michael additions of a variety of amines to ,-unsaturated carbonyl compounds under microwave-irradiation conditions catalyzed by perchloric acid impregnated on silica gel (HClO4/SiO2) is reported. The reactions are completed within 2-7min in a microwave oven to produce the corresponding adducts in excellent yields, and the catalyst can be recovered and reused.
引用
收藏
页码:3982 / 3989
页数:8
相关论文
共 50 条
  • [11] Silicon-Based Lewis Acid Assisted Cinchona Alkaloid Catalysis: Highly Enantioselective Aza-Michael Reaction under Solvent-Free Conditions
    Yang, Hua-Meng
    Li, Li
    Li, Fei
    Jiang, Ke-Zhi
    Shang, Jun-yan
    Lai, Guo-Qiao
    Xu, Li-Wen
    ORGANIC LETTERS, 2011, 13 (24) : 6508 - 6511
  • [12] Solvent-free, catalyst-free aza-Michael addition of cyclohexylamine to diethyl maleate: Reaction mechanism and kinetics
    Blaha, Michal
    Trhlikova, Olga
    Podesva, Jiri
    Abbrent, Sabina
    Steinhart, Milos
    Dybal, Jiri
    Duskova-Smrckova, Miroslava
    TETRAHEDRON, 2018, 74 (01) : 58 - 67
  • [13] Efficient Monoalkylation of Anilines with Chalcones using Microwave-Assisted aza-Michael Addition
    Iida, Hirokazu
    Okawa, Mitsuki
    Leeanansaksiri, Siriwat
    Takahashi, Kie
    LETTERS IN ORGANIC CHEMISTRY, 2022, 19 (08) : 608 - 615
  • [14] Microwave-Assisted Clean Synthesis of Amides via Aza-Wittig Reaction under Solvent-Free Condition
    Sathishkumar, Murugan
    Nagarajan, Sangaraiah
    Velan, Poovan Shanmuga
    Dinesh, Murugan
    Ponnuswamy, Alagusundaram
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2011, 22 (11) : 2065 - 2069
  • [15] Solvent-free microwave-assisted Meyers' lactamization
    Jida, Mouhamad
    Deprez-Poulain, Rebecca
    Malaquin, Sandra
    Roussel, Pascal
    Agbossou-Niedercorn, Francine
    Deprez, Benoit
    Laconde, Guillaume
    GREEN CHEMISTRY, 2010, 12 (06) : 961 - 964
  • [16] Microwave-assisted solvent-free synthesis of iminothiazolines
    Kasmi, S
    Hamelin, J
    Benhaoua, H
    TETRAHEDRON LETTERS, 1998, 39 (44) : 8093 - 8096
  • [17] Microwave-Assisted Solvent-Free Synthesis of Ipsapirone
    Kulaga, Damian
    Jaskowska, Jolanta
    Jasinski, Radomir
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (05) : 1498 - 1504
  • [18] Microwave-assisted solvent-free heterocyclic synthesis
    Bougrin, K
    Loupy, A
    Soufiaoui, M
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2005, 6 (2-3) : 139 - 167
  • [19] MICROWAVE-ASSISTED SOLVENT-FREE SYNTHESIS OF PSEUDOHALOPHOSPHATES
    Shi, Enxue
    Xiao, Junhua
    Pei, Chengxin
    Chen, Jisheng
    SYNTHETIC COMMUNICATIONS, 2011, 41 (20) : 3085 - 3088
  • [20] Synthesis of novel β-aminocyclobutanecarboxylic acid derivatives by a solvent-free aza-Michael addition and subsequent ring closure
    Meiresonne, Tamara
    Mangelinckx, Sven
    De Kimpe, Norbert
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (20) : 7085 - 7091