A convenient selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid

被引:0
|
作者
Edmont, D [1 ]
Chenault, J [1 ]
机构
[1] Univ Orleans, Inst Chim Organ & Analyt, F-45067 Orleans 2, France
关键词
N-alkylation; heterocycles; quinolines; ring-opening; intramolecular cyclization;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid has been achieved from 1,2-dihydro[1,4]oxazino[4,3-a]quinoline-4,6-dione by the 2-morpholinone ring opening. In the same time, we have developed a new methodology to obtain the 1,2-dihydro[ 1,4]oxazino[4,3-a]quinoline-4,6-dione that involves an intramolecular cyclization of the 2-choroethyl 6-fluoro-4-oxo-1,4-dihydro-2-quinoline carboxylate.
引用
收藏
页码:833 / 835
页数:3
相关论文
共 50 条
  • [11] 4-Oxo-1,4-dihydro-quinoline-3-carboxamides as BACE-1 inhibitors: Synthesis, biological evaluation and docking studies
    Liu, Peng
    Niu, Yan
    Wang, Chao
    Sun, Qi
    Zhai, Yaya
    Yu, Jiapei
    Sun, Jing
    Xu, Fengrong
    Yan, Gang
    Huang, Wenjie
    Liang, Lei
    Xu, Ping
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 79 : 413 - 421
  • [12] Crystal structure of 1-ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinoline carboxylic acid (rosoxacin)
    Hernandez-Quiroz, T
    Hernandez-Ortega, S
    Soriano-Garcia, M
    ANALYTICAL SCIENCES, 1998, 14 (03) : 637 - 639
  • [13] Crystal Structure of 1-Ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinoline Carboxylic Acid (Rosoxacin)
    Teresa Hernandez-Quiroz
    Simon Hernández-Ortega
    Manuel Soriano-García
    Analytical Sciences, 1998, 14 : 637 - 639
  • [14] C-3 alkoxymethylation of 4-oxo-1,4-dihydroquinoline 2-carboxylic acid esters via organic additives
    Simon, Peter
    Lorinczi, Balint
    Szatmari, Istvan
    HELIYON, 2024, 10 (11)
  • [15] N-GLYCOSYLATION AND C-GLYCOSYLATION OF 6,7-DIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINE CARBOXYLIC-ACID ETHYL-ESTER
    TOLSTIKOV, GA
    MUSTAFIN, AG
    YGHIBAEVA, GK
    GATAULLIN, RR
    SPIRIKHIN, LV
    SULTANOVA, VS
    ABDRAKHMANOV, IB
    MENDELEEV COMMUNICATIONS, 1993, (05) : 194 - 194
  • [16] Synthesis, structure, and antibacterial activity of 4-imino-1,4-dihydrocinnoline-3-carboxylic acid and 4-oxo-1,4-dihydrocinnoline-3-carboxylic acid derivatives as isoteric analogues of quinolones
    Stanczak, A
    Ochocki, Z
    Martynowski, D
    Glówka, M
    Nawrot, E
    ARCHIV DER PHARMAZIE, 2003, 336 (01) : 18 - 30
  • [17] Selective alkylation of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates
    Rutar, A
    Kikelj, D
    SYNTHETIC COMMUNICATIONS, 1998, 28 (15) : 2737 - 2749
  • [18] Syntheses, Structures, and Photoluminescence of Lanthanide Coordination Polymers Based on 4-Oxo-1,4-dihydro-2,6-pyridinedicarboxylic acid
    Qian, Jing
    Li, Lei
    Gu, Wen
    Peng, Jing-Wei
    Qiao, Wei-Wei
    Sun, Mei-Mei
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2018, 644 (05): : 301 - 307
  • [19] Selective alkylation of 3-oxo-3,4-dihydro-2h-1,4-benzoxazine-2- carboxylates
    University of Ljubljana, Faculty of Pharmacy, Aškerčeva 7, 1000 Ljubljana, Slovenia
    Synth. Commun., 15 (2737-2749):
  • [20] N-ALKYLATION OF ETHYL 1,4-DIHYDRO-4-OXOPYRIDINE-3-CARBOXYLATES VIA THEIR THALLIUM(I) SALTS
    TAMURA, Y
    FUJITA, M
    CHEN, LC
    UENO, K
    KITA, Y
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1981, 29 (03) : 739 - 743