Facile synthesis of aminonaphthoquinone Mannich bases by noncatalytic multicomponent reaction

被引:6
|
作者
Itzel Lopez-Lopez, Lluvia [1 ]
Daniel Nery-Flores, Sendar [1 ]
Saenz-Galindo, Aide [1 ]
de Loera, Denisse [2 ]
机构
[1] Univ Autonoma Coahuila, Sch Chem, Blvd Venustiano Carranza & Ingn Jose Cardenas, Saltillo, Coahuila, Mexico
[2] Univ Autonoma San Luis Potosi, Fac Ciencias Quim, San Luis Potosi, Mexico
关键词
Aminonaphthoquinone; green reaction; lawsone; Mannich bases; ultrasound irradiation; MOLLUSCICIDAL ACTIVITY; IONIC LIQUID; DERIVATIVES; 3-COMPONENT; LAWSONE; NAPHTHOQUINONES; CHEMISTRY; CATALYST; WATER; ANTIBACTERIAL;
D O I
10.1080/00397911.2017.1371760
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mannich bases are formed in a noncatalytic multicomponent reaction, which is promoted by ultrasound irradiation. The procedure avoids the use of toxic solvents, catalyst, and purification, generating the desired compounds in excellent yields and short reaction times. [GRAPHICS] .
引用
收藏
页码:2247 / 2253
页数:7
相关论文
共 50 条
  • [1] Facile Multicomponent Mannich Reaction towards Biologically Active Compounds
    Borah, Preetismita
    Borah, Gongutri
    Nath, Arabinda C.
    Latif, Wajid
    Banik, Bimal Krishna
    CHEMISTRYSELECT, 2023, 8 (04):
  • [2] Catalyst-free Mannich reaction of hydroxyanthraquinone: facile access to emodin Mannich bases and anthraoxazines
    Zhao, Li-Ming
    Zhang, Li-Ming
    Ma, Feng-Yan
    Wang, Xiang-Shan
    Jin, Hai-Shan
    TETRAHEDRON LETTERS, 2013, 54 (22) : 2802 - 2805
  • [3] Novel Aminonaphthoquinone Mannich Bases Derived from Lawsone and their Copper(II) Complexes: Synthesis, Characterization and Antibacterial Activity
    Neves, Amanda P.
    Barbosa, Claudia C.
    Greco, Sandro J.
    Vargas, Maria D.
    Visentin, Lorenzo C.
    Pinheiro, Carlos B.
    Mangrich, Antonio S.
    Barbosa, Jussara P.
    da Costa, Gisela L.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (04) : 712 - +
  • [4] Montmorillonite K-10 catalyzed Mannich reaction: Synthesis of aminonaphthoquinone derivatives from Lawsone
    Jayashree, Sankaranarayanan
    Shivashankar, Kalegowda
    SYNTHETIC COMMUNICATIONS, 2018, 48 (14) : 1805 - 1815
  • [5] THE REACTION OF HYDRAZINE WITH MANNICH BASES
    STAMPER, M
    AYCOCK, BF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (10) : 2786 - 2788
  • [6] A facile one-step synthesis of 1-acylindolizines by the reaction of pyridinium salts with Mannich bases in the presence of TPCD
    Wang, BX
    Hu, JX
    Hu, YF
    Hu, HW
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 1999, 20 (03): : 418 - 420
  • [7] CMC Catalyzed Multicomponent Mannich Reaction for Synthesis of Lawsone Family Pigments
    Davoudvandi, Razieh
    Naimi-Jamal, Mohammad Reza
    Panahi, Leila
    20TH INTERNATIONAL ELECTRONIC CONFERENCE ON SYNTHETIC ORGANIC CHEMISTRY (ECSOC), 2016,
  • [8] Facile synthesis of tetrahydroquinolines and julolidines through multicomponent reaction
    Legros, Julien
    Crousse, Benoit
    Ourevitch, Michele
    Bonnet-Delpon, Daniele
    SYNLETT, 2006, (12) : 1899 - 1902
  • [9] REACTION OF CARBON DISULFIDE WITH MANNICH BASES
    KREUTZKAMP, N
    OEI, HY
    PESCHEL, H
    ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1971, 304 (09): : 649 - +
  • [10] REACTION OF AMIDOPHOSPHITES WITH THE MANNICH PHENOL BASES
    IVANOV, BE
    SAMURINA, SV
    AGEEVA, AB
    VALITOVA, LA
    BELSKII, VE
    ZHURNAL OBSHCHEI KHIMII, 1979, 49 (09): : 1973 - 1978