High throughput one pot synthesis of 2-methylquinolines

被引：23
|
作者：
Chandrashekarappa, Kiran Kumar H. [1 ]
Mahadevan, Kittappa M. [1 ]
Manjappa, Kiran B. [2 ]
机构：
[1] Kuvempu Univ, Dept Post Grad Studies & Res Chem, Sch Chem Sci, Shankaraghatta 577451, Karnataka, India
[2] Natl Taiwan Univ Sci & Technol, Taipei 10607, Taiwan
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 11期
关键词：
2-Methylquinolines; Acetic acid; Ethy vinyl ether; aza-Diels-Alder reaction; Aniline; DIELS-ALDER REACTIONS; EFFICIENT SYNTHESIS; ACID; QUINOLINES;
D O I：
10.1016/j.tetlet.2012.12.094
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various 2-methylquinolines have been successfully synthesized by using anilines and ethyl vinyl ether in 1:3 mole ratios in the presence of acetic acid. Stirring at rt for 3-4 h followed by reflux for 3.5-4 h resulted in the corresponding 2-methylquinolines in good yield. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1368 / 1370
页数：3
相关论文
共 50 条
  • [21] Facile Synthesis of 2-Methylquinolines From Anilines on Mesoporous N-Doped TiO2 Under UV and Visible Light
    Selvam, K.
    Swaminathan, M.
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2013, 43 (04) : 500 - 508
  • [22] Synthesis of 3,4,5-Triarylcyclohexanones from Dienones and 2-Methylquinolines Based on a [5+1] Annulation
    Chen, Jiewen
    Wen, Kangmei
    Wu, Yinrong
    Deng, Jie
    Chen, Hongyue
    Yao, Xingang
    Tang, Xiaodong
    CHEMISTRYSELECT, 2021, 6 (40): : 10802 - 10805
  • [23] Unusual substituent migration in 4-allyloxy-3-(2-benzylbenzoyl)-2-methylquinolines
    Larina, N. A.
    Lokshin, V.
    Fedorova, O. A.
    Khodorkovsky, V.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (08) : 1011 - 1013
  • [24] Potential antineoplastics. Synthesis and cytotoxicity of certain 4-chloro-3-(2-chloroethyl)-2-methylquinolines and related derivatives
    Badawey, ESAM
    Kappe, T
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (10) : 815 - 822
  • [25] KOtBu-promoted oxidative dimerizations of 2-methylquinolines to 2-alkenyl bisquinolines with molecular oxygen
    Wang, Zhen
    Zhang, Jinjin
    Shi, Jianxue
    Wang, Huiqiao
    RSC ADVANCES, 2019, 9 (52) : 30139 - 30143
  • [26] Catalyst-free synthesis of (E)-2-alkenylquinoline derivatives via C(sp3)-H functionalization of 2-methylquinolines
    Xu, Lubin
    Shao, Zhuzhou
    Wang, Liang
    Zhao, Huaili
    Xiao, Jian
    TETRAHEDRON LETTERS, 2014, 55 (50) : 6856 - 6860
  • [27] A One Pot, One Step, Precision Cloning Method with High Throughput Capability
    Engler, Carola
    Kandzia, Romy
    Marillonnet, Sylvestre
    PLOS ONE, 2008, 3 (11):
  • [28] Alkylation of the Methyl Group of 2-Methylquinolines and Similar Methyl-N-Heteroaromatics with a Ru/In Dual Catalyst
    Nakamura, Yushi
    Azuma, Akihiro
    Kato, Soichiro
    Oe, Yohei
    Ohta, Tetsuo
    CHEMISTRY LETTERS, 2019, 48 (10) : 1192 - 1195
  • [29] One-Pot High-Throughput Synthesis of β-Turn Cyclic Peptidomimetics via "Volatilizable" Supports
    Li, Yangmei
    Yu, Yongping
    Giulianotti, Marc
    Houghten, Richard A.
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (05): : 2183 - 2185
  • [30] ORGANOLITHIUM CHEMISTRY OF N-HETEROCYCLES .I. ACTION OF PHENYLLITHIUM ON 2-METHYLPYRIDINES AND 2-METHYLQUINOLINES
    JONES, AM
    RUSSELL, CA
    SKIDMORE, S
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (17): : 2245 - &
12345