4-N-aryl(benzyl)amino-4-hetaryl-1-butenes as building blocks in heterocyclic synthesis.: 3.: A simple synthesis of fluorinated 4-methyl-2-(3-pyridyl)-1,2,3,4-tetrahydroquinolines and their respective quinolines

被引:0
|
作者
Méndez, LYV [1 ]
Kouznetsov, V [1 ]
机构
[1] Univ Santander, Sch Chem, Res Ctr Biomol, Lab Fine Organ Synth, Bucaramanga, Colombia
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
6-Fluoro- and 6,8-difluro-4-methyl-2-(3-pyridyl)-1,2,3,4-tetrahydroquinolines (5,6) and their respective quinolines (7,8) were obtained by a two or three step synthesis, starting from the corresponding aldimines (1,2) preformed from 4-fluoro- or 2,4-difluoroanilines and 3-pyridinecarboxaldehyde via a sequence of reactions that included nucleophilic addition of Grignard reagents to the aldimines and an acid-mediated intramolecular cyclisation of the homoallylamines with fluorinated substituents (3,4).
引用
收藏
页码:583 / 586
页数:4
相关论文
共 50 条
  • [1] 4-N-aryl(benzyl)amino-4-hetaryl-1-butenes as building blocks in heterocyclic synthesis.: 1.: New route to 4,6-dimethyl-2-pyridylquinolines from the 4-N-p-methylphenylamino-4-pyridyl-1-butenes
    Méndez, LYV
    Kouznetsov, V
    Stashenko, E
    Bahsas, A
    Amaro-Luis, J
    HETEROCYCLIC COMMUNICATIONS, 2001, 7 (04) : 323 - 326
  • [2] Synthesis of New 4-Methyl-2-(4-pyridyl)-1,2,3,4-tetrahydroquinolines as Potent Antifungal Compounds
    Vargas Mendez, Leonor Y.
    Zacchino, Susana A.
    Kouznetsov, Vladimir V.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2010, 21 (01) : 105 - U56
  • [3] SYNTHESIS OF 2-ALKYL(ARYL, HETARYL)-4-METHYL-1,2,3,4-TETRAHYDROQUINOLINES
    KUZNETSOV, VV
    ALIEV, AE
    PROSTAKOV, NS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1994, (01): : 73 - 78
  • [4] 4-N-aryl(benzyl)amino-4-heteroaryl-1-butenes as building blocks in heterocyclic synthesis. 2. Synthesis of new tetrahydro-2-benzazepine derivatives and related compounds containing a pyridine ring
    Castro, JR
    Puentes, CO
    Kouznetsov, VV
    Stashenko, EE
    Poveda, JC
    Bahsas, A
    Amaro-Luis, J
    HETEROCYCLIC COMMUNICATIONS, 2002, 8 (04) : 365 - 368
  • [5] DIURETIC AGENTS RELATED TO INDAPAMIDE .3. SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF N-(4-CHLORO-3-SULFAMOYLBENZAMIDO)-1,2,3,4-TETRAHYDROQUINOLINES AND 1,2,3,4-TETRAHYDROISOQUINOLINES
    LANDRIANI, L
    BARLOCCO, D
    PINNA, GA
    DEMONTIS, MP
    MIELE, M
    ENRICO, P
    ANANIA, V
    FARMACO, 1989, 44 (11): : 1059 - 1068
  • [6] SYNTHESIS OF 2-AMINO-4-ARYL-3-(1-AZIRIDINYLMETHYL)- AND 2-AMINO-4-ARYL-3-(1-PYPERIDYLMETHYL)QUINOLINES
    CHORBADJIEV, S
    IVANOV, C
    MOSKOVA, B
    SYNTHETIC COMMUNICATIONS, 1987, 17 (11) : 1363 - 1371
  • [7] Synthesis and Antimicrobial Activity of New 4-Methyl-2-(3-pyridyl)thiazolyl Chalcones and Pyrazolines
    S. Bondock
    T. Nasr
    Russian Journal of General Chemistry, 2021, 91 : 488 - 494
  • [8] Synthesis and Antimicrobial Activity of New 4-Methyl-2-(3-pyridyl)thiazolyl Chalcones and Pyrazolines
    Bondock, S.
    Nasr, T.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2021, 91 (03) : 488 - 494
  • [9] One Pot Synthesis of Medicinally Important cis-2-Methyl-4-amino substituted-1,2,3,4-tetrahydroquinolines
    Kiran, Kumar H. C.
    Mahadevan, K. M.
    Prabhakara, Varma P.
    Srinivasa, A.
    CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (03) : 534 - 540
  • [10] 6-Fluoro-4-methyl-2-(3-pyridyl)-1,2,3,4-tetrahydroquinoline
    Vizcaya, Luis A.
    Mora, Asiloe J.
    Vargas, Leonor Y.
    Kouznetsov, Vladimir V.
    Bahsas, Ali
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O2914 - U2570