Palladium-Catalyzed Regioselective C-H Oxidative Arylation of 7-Azaindazole N-Oxide at the C6-Position

被引:0
|
作者
Nassiri, Sarah [1 ,2 ,3 ]
Bousmina, Mostapha [1 ,2 ]
Suzenet, Franck [3 ]
Guillaumet, Gerald [1 ,2 ,3 ]
El Kazzouli, Said [1 ,2 ]
机构
[1] Euromed Univ Fes UEMF, Euromed Res Ctr, Euromed Fac Pharm, Meknes Rd, Fes 30000, Morocco
[2] Euromed Univ Fes UEMF, Sch Engn Biomed & Biotechnol, Meknes Rd, Fes 30000, Morocco
[3] Univ Orleans, Inst Organ & Analyt Chem, UMR CNRS 7311, BP 6759, F-45067 Orleans 2, France
关键词
C-H activation; 7-azaindazole N-oxide; oxidative arylation; palladium; regioselectivity; CROSS-COUPLING REACTION; FUNCTIONALIZATION; ARYL; ALKENYLATION; 3-IODOINDAZOLES; DERIVATIVES; OLEFINATION; POSITION; INDOLES; BENZYL;
D O I
10.1002/ejoc.202300730
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new strategy is reported for the C-H/C-H functionalization of 7-azaindazoles at the C6-position through a regioselective oxidative arylation using N-oxide activation. This methodology allowed selective and original access to C6-arylated 7-azaindazoles with different substituted arenes and heteroarenes.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] Palladium-Catalyzed C-H Arylation of Indoles at the C7 Position
    Shi, Zhuangzhi (shiz@nju.edu.cn), 1600, American Chemical Society (138):
  • [2] Palladium-Catalyzed C-H Arylation of Indoles at the C7 Position
    Yang, Youqing
    Qiu, Xiaodong
    Zhao, Yue
    Mu, Yucheng
    Shi, Zhuangzhi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (02) : 495 - 498
  • [4] Palladium-Catalyzed Regioselective C-H Arylation of 4-Azaindazole at C3, C5 and C7 Positions
    Faarasse, Soukaina
    El Kazzouli, Said
    Bourzikat, Otmane
    Bourg, Stephane
    Aci-Seche, Samia
    Bonnet, Pascal
    Suzenet, Franck
    Guillaumet, Gerald
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (16) : 3937 - 3945
  • [5] Palladium-Catalyzed Regioselective C-H Bond Arylations of Benzoxazoles and Benzothiazoles at the C7 Position
    Abdellaoui, Fatma
    Youssef, Chiraz
    Ben Ammar, Hamed
    Roisnel, Thierry
    Soule, Jean-Francois
    Doucet, Henri
    ACS CATALYSIS, 2016, 6 (07): : 4248 - 4252
  • [6] Palladium-Catalyzed Regioselective C-H Arylation of Quinoline-N-Oxides at C-8 Position using Diaryliodonium Salts
    Sharma, Shivani
    Kumar, Sehdev
    Sharma, Anuj
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (04) : 660 - 667
  • [7] Palladium-catalyzed regioselective C-H fluoroalkylation of indoles at the C4-position
    Borah, Arun Jyoti
    Shi, Zhuangzhi
    CHEMICAL COMMUNICATIONS, 2017, 53 (28) : 3945 - 3948
  • [8] Palladium-Catalyzed Electrooxidative Double C-H Arylation
    Lin, Zhipeng
    Oliveira, Joao C. A.
    Scheremetjew, Alexej
    Ackermann, Lutz
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 146 (01) : 228 - 239
  • [9] Palladium-Catalyzed Direct C-H Arylation of Isoxazoles at the 5-Position
    Shigenobu, Masashi
    Takenaka, Kazuhiro
    Sasai, Hiroaki
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (33) : 9572 - 9576
  • [10] Palladium-Catalyzed Direct C-H Arylation of Dicyanobenzenes
    Ihanainen, Netta E.
    Kumpulainen, Esa T. T.
    Koskinen, Ari M. P.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (15) : 3226 - 3229