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
  • [1] Catalyst-free synthesis of substituted pyridin-2-yl, quinolin-2-yl, and isoquinolin-1-yl carbamates from the corresponding hetaryl ureas and alcohols
    Kasatkina, Svetlana O.
    Geyl, Kirill K.
    Baykov, Sergey V.
    Boyarskaya, Irina A.
    Boyarskiy, Vadim P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (27) : 6059 - 6065
  • [2] Photoisomerization of quinolin-2-yl derivatives of β-tropolone
    Makarova, N. L.
    Metelitsa, A. V.
    Bezuglyi, S. O.
    Sayapin, Yu. A.
    Komissarov, V. N.
    Starikov, A. G.
    Korobov, M. S.
    Borodkin, G. S.
    Starikova, Z. A.
    Antipin, M. Yu.
    Minkin, V. I.
    RUSSIAN CHEMICAL BULLETIN, 2006, 55 (03) : 484 - 491
  • [3] 1-(quinolin-2-yl)ethanone
    Butcher, Ray J.
    Jasinski, Jerry P.
    Mayekar, Anil N.
    Yathirajan, H. S.
    Narayana, B.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3603 - U4374
  • [4] Photoisomerization of quinolin-2-yl derivatives of β-tropolone
    N. I. Makarova
    A. V. Metelitsa
    S. O. Bezuglyi
    Yu. A. Sayapin
    V. N. Komissarov
    A. G. Starikov
    M. S. Korobov
    G. S. Borodkin
    Z. A. Starikova
    M. Yu. Antipin
    V. I. Minkin
    Russian Chemical Bulletin, 2006, 55 : 484 - 491
  • [5] Synthesis of 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles
    Li, Yang
    Gao, Wentao
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2010, 6 : 966 - 972
  • [6] Difluoro[2-(quinolin-2-yl)phenolato]borane
    Yang, Xi
    Xia, Min
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1049 - U1545
  • [7] Synthesis and crystal structure analysis of substituted 2-(3-(hydroxymethyl)quinolin-2-yl)phenol derivatives
    Rambabu, D.
    Krishna, G. Rama
    Basavoju, Srinivas
    Rao, M. V. Basaveswara
    Reddy, C. Malla
    Pal, Manojit
    JOURNAL OF MOLECULAR STRUCTURE, 2012, 1016 : 126 - 133
  • [8] Synthesis and structure of 3-arylamino-2-(quinolin-2-yl)tropones
    Yu. A. Sayapin
    E. A. Gusakov
    Zyong Ngia Bang
    I. O. Tupaeva
    V. N. Komissarov
    I. V. Dorogan
    V. V. Tkachev
    S. M. Aldoshin
    V. I. Minkin
    Russian Chemical Bulletin, 2013, 62 : 480 - 491
  • [9] Synthesis and structure of 3-arylamino-2-(quinolin-2-yl)tropones
    Sayapin, Yu A.
    Gusakov, E. A.
    Bang, Zyong Ngia
    Tupaeva, I. O.
    Komissarov, V. N.
    Dorogan, I. V.
    Tkachev, V. V.
    Aldoshin, S. M.
    Minkin, V. I.
    RUSSIAN CHEMICAL BULLETIN, 2013, 62 (02) : 480 - 491
  • [10] Methyl 3-(Quinolin-2-yl)indolizine-1-carboxylate
    Belguedj, Roumaissa
    Lamera, Esma
    Bouraiou, Abdelmalek
    Bouaziz, Zouhair
    Chibani, Aissa
    MOLBANK, 2016, (01)
12345