One-pot synthesis of 2,6-diaryl-4,5-dihydropyridazin-3(2H)-ones: Copper catalyzed annulation of aldehydes, arylhydrazines and 3-acryloyloxazolidin-2-one

被引:0
|
作者
Zhao, Jianbo
Lei, Shengshu
Wu, Min
Pang, Can
Li, Hao [1 ]
机构
[1] East China Univ Sci & Technol, State Key Lab Bioengn Reactor, Shanghai Key Lab New Drug Design, 130 Mei long Rd, Shanghai 200237, Peoples R China
关键词
Annulation; Copper; One; -pot; Pyridazinones; PROGESTERONE-RECEPTOR LIGANDS; BIOLOGICAL EVALUATION; PHTHALAZINONE DERIVATIVES; CARDIOTONIC AGENTS; PYRIDAZINONE; 4,5-DIHYDRO-3(2H)-PYRIDAZINONES; SELECTIVITY; AFFINITY; SERIES;
D O I
10.1016/j.tetlet.2023.154473
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The three-component synthesis of pyridazinones from aldehydes, arylhydrazines and 3-acryloyloxazo-lidin-2-one catalyzed by Cu(OTf)2 has been developed. This strategy exhibits high tolerance towards many functional groups including various aliphatic, aromatic and hetero-aromatic aldehydes to give 2,6-diaryl-4,5-dihydropyridazin-3(2H)-one products in moderate to high yields.(c) 2023 Elsevier Ltd. All rights reserved.
引用
收藏
页数:4
相关论文
共 50 条
  • [11] SYNTHESIS AND ANALGESIC ACTIVITY OF 6-(MNITROPHENYL)-4-SUSTITUTED BENZYLIDENE-4,5-DIHYDROPYRIDAZIN-3(2H)-ONE DERIVATIVES
    Asif, Mohammad
    INDONESIAN JOURNAL OF PHARMACY, 2012, 23 (04): : 254 - 258
  • [12] Synthesis and In-Vitro Antimycobacterial Evaluation of 4-Arylidene-2-Phenyl-6-(Aryl)-4,5-Dihydropyridazin-3(2H)-One Derivatives
    Mazen M. Almehmadi
    Ahad Amer Alsaiari
    Mohammad Asif
    Pharmaceutical Chemistry Journal, 2023, 57 : 265 - 273
  • [13] Synthesis of Perfluoroalkyl-Substituted γ-Lactones and 4,5-Dihydropyridazin-3(2H)-ones via Donor-Acceptor Cyclopropanes
    Gladow, Daniel
    Reissig, Hans-Ulrich
    HELVETICA CHIMICA ACTA, 2012, 95 (10) : 1818 - 1830
  • [14] Effort toward the single pot synthesis of 6-(Biphenyl-4-yl)-2-[2-(indol-1-yl)ethyl]-4,5dihydropyridazin-3(2H)-one from 6-(Biphenyl-4-yl)-2[2-(indol-1-yl)ethyl]-4,5-dihydropyridazin-3(2H)-one
    Asif, Mohammad
    Singh, Anita
    Lakshmayya
    JOURNAL OF PHARMACEUTICAL NEGATIVE RESULTS, 2011, 2 (02) : 69 - 72
  • [15] Organocatalyzed Formal [4+2] Cycloaddition of in situ Generated Azoalkenes with Arylacetic Acids: An Efficient Approach to the Synthesis of 4,5-Dihydropyridazin-3(2H)-ones
    Li, Xuanyi
    Gai, Kuo
    Yuan, Zhenbo
    Wu, Jie
    Lin, Aijun
    Yao, Hequan
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (16-17) : 3479 - 3484
  • [16] An Efficient One-Pot Copper-Catalyzed Approach to Isoquinolin-1(2H)-one Derivatives
    Wang, Feng
    Liu, Hongxia
    Fu, Hua
    Jiang, Yuyang
    Zhao, Yufen
    ORGANIC LETTERS, 2009, 11 (11) : 2469 - 2472
  • [17] One-Pot Synthesis of 3-Cyano-2-pyridones
    Wang, Yingcai
    Liu, Gang
    Reyes, Jeremy Chris P.
    Duverna, Randolph
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (04) : 1185 - 1191
  • [18] Selective synthesis of 3-methyleneindolin-2-ones by one-pot multicatalytic processes
    Song, Ren-Jie
    Liu, Yu
    Li, Rong-Jiang
    Li, Jin-Heng
    TETRAHEDRON LETTERS, 2009, 50 (27) : 3912 - 3916
  • [19] Iodine-mediated facile dehydrogenation of dihydropyridazin-3(2H)one
    Humne, Vivek T.
    Konda, Shankaraiah G.
    Hasanzadeh, Kamal
    Lokhande, Pradeep D.
    CHINESE CHEMICAL LETTERS, 2011, 22 (12) : 1435 - 1438
  • [20] A Regioselective One-Pot, Three Component Synthesis of 6-Aryl-4-cyano-3(2H)-pyridazinones in Water
    Rimaz, Mehdi
    Khalafy, Jabbar
    Moghadam, Peyman Najafi
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (09) : 1396 - 1401