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
来源：
TETRAHEDRON LETTERS | 2023年 / 121卷
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
  • [31] Crystal structure and Hirshfeld surface analysis of (E)-6-(4-hydroxy-3-methoxystyryl)-4,5-dihydropyridazin-3(2H)-one
    Daoui, Said
    Baydere, Cemile
    El Kalai, Fouad
    Saddik, Rafik
    Dege, Necmi
    Karrouchi, Khalid
    Benchat, Noureddine
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 1734 - +
  • [32] Brine Shrimp (Artemia salina) Lethality Bioassay of Some 2-(Alkyl/Aryl)-6-Phenyl-4,5-Dihydropyridazin-3(2H)-one Derivatives
    Asif, Mohammad
    Imran, Mohd
    Kamal, Mehnaz
    Acharya, Mrityunjoy
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 31 (01) : 57 - 61
  • [33] 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
  • [34] Pd(PPh3)4/AgOAc-catalyzed one-pot synthesis of substituted 3,4-dihydronaphthalen-1(2H)-ones
    Liu, Hui
    Yan, Peiyun
    Li, Yan
    Liu, Jinliang
    Sun, Qian
    Wang, Xingbin
    Wang, Cunde
    MONATSHEFTE FUR CHEMIE, 2012, 143 (07): : 1055 - 1059
  • [35] Pd(PPh3)4/AgOAc-catalyzed one-pot synthesis of substituted 3,4-dihydronaphthalen-1(2H)-ones
    Hui Liu
    Peiyun Yan
    Yan Li
    Jinliang Liu
    Qian Sun
    Xingbin Wang
    Cunde Wang
    Monatshefte für Chemie - Chemical Monthly, 2012, 143 : 1055 - 1059
  • [36] Praseodymium methanesulfonate catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones
    Wang, Min
    Song, Zhiguo
    Gong, Hong
    Jiang, Heng
    PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY, 2008, 38 (01): : 105 - 114
  • [37] One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by expandable graphite
    Zhang, YQ
    Wang, C
    Li, GS
    Li, JC
    Liu, HM
    Wu, QH
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (10) : 1265 - 1267
  • [38] Solubility of 6-phenyl-4,5-dihydropyridazin-3(2H)-one in aqueous mixtures of Transcutol and PEG 400 revisited: Correlation and preferential solvation
    Alshehri, Sultan
    Shakeel, Faiyaz
    Alam, Prawez
    Jouyban, Abolghasem
    Martinez, Fleming
    JOURNAL OF MOLECULAR LIQUIDS, 2021, 344
  • [39] Ionic liquids catalyzed one-pot synthesis of 3,4-dihydropyrimidin 2(1H)-ones
    Peng, JJ
    Deng, YQ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (01) : 71 - 73
  • [40] Photoredox One-Pot Synthesis of 3,4-Dihydroquinolin-2(1 H )-ones
    He, Jing-Yao
    Bai, Qi-Fan
    Li, Xuewen
    Shou, Jianxin
    Feng, Gaofeng
    SYNLETT, 2022, 33 (07) : 679 - 683
12345