Synthesis of (Hetero)arylated Pyridazin-3(2H)-ones via Negishi Reaction Involving Zincated Pyridazin-3(2H)-ones

被引：0
|
作者：
Verhelst, Tom [1 ]
Liu, Zuming [1 ]
Maes, Jens [1 ]
Maes, Bert U. W. [1 ]
机构：
[1] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 23期
关键词：
DERIVATIVES; PD; COMPLEXES; AROMATICS; EFFICIENT; HALIDES; SYSTEMS; DESIGN;
D O I：
10.1021/jo201587J
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Zincated pyridazin-3(2H)-ones generated via bromine magnesium exchange followed by transmetalation using ZnCl2 or via lactam-directed ortho C4-H zincation with TMPZnCl center dot LiCl have been synthesized. These in situ created organometalfics can be used in Negishi reactions with iodo(hetero)arenes delivering a new approach toward (hetero)arylpyridazin-3(2H)-ones.
引用
收藏
页码：9648 / 9659
页数：12
相关论文
共 50 条
  • [21] Synthesis of Pyridazin-3(2H)-one Derivatives by the Reaction of CH-Acids with Dichlorodiazadienes
    Sergeev, Pavel G.
    Khrustalev, Victor N.
    Nenajdenko, Valentine G.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (38) : 6085 - 6093
  • [22] Synthesis and herbicidal activity of novel substituted pyridazin-3(2H)-one methanesulfonylisoxazolines
    Travis, D. Andrew
    Selby, Thomas P.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [23] PYRIDAZIN-3(2H)-ONE DERIVATIVES AS NOVEL PDE IV INHIBITORS
    Aguilar, Nuria
    Gracia, Jordi
    Carrascal, Marta
    dal Piaz, Vittorio
    Giovannoni, Maria Paola
    Vergelli, Claudia
    Buil, Maria Antonia
    Masdeu, Carme
    Garrido, Yolanda
    Lumeras, Wenceslao
    Hernandez, Begona
    Cordoba, Monica
    Calaf, Elena
    Andres, Miriam
    Miralpeix, Montse
    Gavalda, Amadeu
    DRUGS OF THE FUTURE, 2009, 34 : 133 - 133
  • [24] Synthesis, Characterization and Antifungal Evaluation of Novel Pyridazin-3(2H)-One Derivatives
    Hamed, Mai Y.
    Aly, Aly Fahmy
    Abdullah, Nashwa Hamed
    Ismail, Mahmoud F.
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (03) : 2356 - 2375
  • [25] Synthesis and vasodilator activity of some pyridazin-3(2H)-one based compounds
    Allam, Heba Abdelrasheed
    Kamel, Amr A.
    El-Daly, Mahmoud
    George, Riham F.
    FUTURE MEDICINAL CHEMISTRY, 2020, 12 (01) : 37 - 50
  • [26] Pyridazin-3(2H)-one derivatives as novel PDE IV inhibitors
    Aguilar, Nuria
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [27] Transition-metal-free Cyclization of Mucohalic Acids with Sulfonyl Hydrazides: An Approach to Pyridazin-3(2H)-ones
    Chen, Qi
    Li, Huan-Qing
    Yang, Kai
    Xu, Wen-Jin
    Zeng, Yu
    Wang, Zhao-Yang
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (11)
  • [28] Synthesis and antimicrobial activity of some novel substituted pyridazin-3(2H)-ones containing 1,3,4-thiadiazole moiety
    Sallam, Mohammed S.
    El-Hashash, Maher A.
    Guirguis, Dalal B.
    MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (02) : 369 - 380
  • [29] Synthesis and antimicrobial activity of some novel substituted pyridazin-3(2H)-ones containing 1,3,4-thiadiazole moiety
    Mohammed S. Sallam
    Maher A. El-Hashash
    Dalal B. Guirguis
    Medicinal Chemistry Research, 2016, 25 : 369 - 380
  • [30] Synthesis of Functionalized Pyridazin-3(2H)-ones via Selective Bromine-Magnesium Exchange and Lactam Directed Ortho C-H Magnesiation
    Verhelst, Tom
    Maes, Jens
    Liu, Zuming
    Sergeyev, Sergey
    Maes, Bert U. W.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (16): : 6670 - 6677
12345