Clean Preparation of Quinolin-2-yl Substituted Ureas in Water

被引：85
|
作者：
Xie, Long-Yong [1 ]
Peng, Sha [1 ]
Liu, Fang [1 ]
Liu, Yan-Fang [1 ]
Sun, Meng [2 ]
Tang, Zi-Long [2 ]
Jiang, Si [3 ]
Cao, Zhong [3 ]
He, Wei-Min [1 ]
机构：
[1] Hunan Univ Sci & Engn, Dept Chem, Yongzhou 425100, Peoples R China
[2] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China
[3] Changsha Univ Sci & Technol, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Changsha 410114, Hunan, Peoples R China
来源：
ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2019年 / 7卷 / 07期
关键词：
In water; Quinoline N-oxides; Atom economy; Reusability; Green chemistry; HETEROAROMATIC N-OXIDES; ONE-POT SYNTHESIS; MEDIATED SULFONYLATION; BASE-FREE; METAL; AMINATION; ACTIVATION; MILD; BOND; ALKYNES;
D O I：
10.1021/acssuschemeng.9b00200
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An environmentally-friendly method for the clean preparation of various quinolin-2-yl substituted ureas in water under mild and toxic reagent-, base-, and organic solvent-free conditions was established. In the large-scale synthesis, the products could be rapidly collected via simple filtration and washing with ethanol. The usage of readily available raw materials, 100% atom economy, high yield, and excellent regioselectivity enhanced the practicability of this protocol.
引用
收藏
页码：7193 / 7199
页数：13
相关论文
共 50 条
  • [31] Structure, synthesis, and voltammetric investigation of 1-(quinolin-2-yl)-2-(pyran-2-yl)ethane-1,2-dione derivatives
    V. V. Tkachev
    G. V. Shilov
    S. M. Aldoshin
    E. A. Gusakov
    Yu. A. Sayapin
    A. A. Bumber
    V. N. Komissarov
    V. I. Minkin
    Russian Journal of Organic Chemistry, 2012, 48 : 151 - 157
  • [32] THE PREPARATION AND BACTERIOSTATIC ACTIVITY OF SUBSTITUTED UREAS
    BEAVER, DJ
    ROMAN, DP
    STOFFEL, PJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (05) : 1236 - 1245
  • [33] Femtosecond to microsecond observation of the photochemical reaction of 1,2-di(quinolin-2-yl)disulfide with methyl methacrylate
    Koyama, Daisuke
    Donaldson, Paul M.
    Orr-Ewing, Andrew J.
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2017, 19 (20) : 12981 - 12991
  • [34] Structure, synthesis, and voltammetric investigation of 1-(quinolin-2-yl)-2-(pyran-2-yl)ethane-1,2-dione derivatives
    Tkachev, V. V.
    Shilov, G. V.
    Aldoshin, S. M.
    Gusakov, E. A.
    Sayapin, Yu. A.
    Bumber, A. A.
    Komissarov, V. N.
    Minkin, V. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (02) : 151 - 157
  • [35] A clean, simple and efficient synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h]quinolin-2-yl]-(4-chlorophenyl)methanones
    Salari, Maryam
    Hassanabadi, Alireza
    Mosslemin, Mohammad H.
    JOURNAL OF CHEMICAL RESEARCH, 2017, (07) : 380 - 383
  • [36] Synthesis and Properties of Heteroligand Sandwich Complexes of Lantanides Containing 5-(Quinolin-2-yl)tetrabenzoporphyrin and Phthalocyanine Chromophores
    Koptyaev A.I.
    Bazanov M.I.
    Galanin N.E.
    Russian Journal of Organic Chemistry, 2020, 56 (5) : 788 - 796
  • [37] Phenotype-based Discovery of 2-[(E)-2-(Quinolin-2-yl)vinyl]phenol as a Novel Regulator of Ocular Angiogenesis
    Reynolds, Alison L.
    Alvarez, Yolanda
    Sasore, Temitope
    Waghorne, Nora
    Butler, Clare T.
    Kilty, Claire
    Smith, Andrew J.
    McVicar, Carmel
    Wong, Vickie H. Y.
    Galvin, Orla
    Merrigan, Stephanie
    Osman, Janina
    Grebnev, Gleb
    Sjolander, Anita
    Stitt, Alan W.
    Kennedy, Breandan N.
    JOURNAL OF BIOLOGICAL CHEMISTRY, 2016, 291 (14) : 7242 - 7255
  • [38] Multinuclear 2-(Quinolin-2-yl)quinoxaline-Coordinated Iridium(III) Complexes Tethered by Carbazole Derivatives: Synthesis and Photophysics
    Zhu, Xiaolin
    Liu, Bingqing
    Cui, Peng
    Kilina, Svetlana
    Sun, Wenfang
    INORGANIC CHEMISTRY, 2020, 59 (23) : 17096 - 17108
  • [39] Electroluminescence and contact formation of 1-(pyridin-2-yl)-3-(quinolin-2-yl)imidazo [1,5-a] quinoline thin films
    Albrecht, G.
    Geis, C.
    Herr, J. M.
    Ruhl, J.
    Goettlich, R.
    Schlettwein, D.
    ORGANIC ELECTRONICS, 2019, 65 : 321 - 326
  • [40] Rearrangement of a 5,7-di-tert-butyl-2-(quinolin-2-yl)-1,3-tropolone into a pentalene derivative
    Sayapin, Yurii A.
    Kolodina, Alexandra A.
    Duong Nghia Bang
    Gusakov, Evgeny A.
    Dorogan, Igor, V
    Komissarov, Vitaly N.
    Borodkin, Gennadii S.
    Tkachev, Valery V.
    Duong Ngoc Toan
    Vu Dinh Hoang
    Tran Dai Lam
    Shilov, Gennadii, V
    Aldoshin, Serguei M.
    Minkin, Vladimir, I
    ARKIVOC, 2018, : 164 - 173
12345