Palladium-Catalyzed Cross-Coupling between 7-Azaindoles and Reformatsky Reagents

被引:9
|
作者
Barl, Nadja M. [1 ]
Malakhov, Vladimir [1 ]
Mathes, Christian [2 ]
Lustenberger, Philipp [2 ]
Knochel, Paul [1 ]
机构
[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
[2] Novartis Pharma AG, CH-4056 Basel, Switzerland
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 05期
基金
欧洲研究理事会;
关键词
azaindole; Reformatsky reagents; metalation; palladium; cross-coupling; FUNCTIONALIZED ORGANOZINC REAGENTS; INHIBITORY-ACTIVITY; CARBON-DIOXIDE; ZINCATION; REACTIVITY; AZAINDOLES; ALDEHYDES; HALIDES; KETONES; POTENT;
D O I
10.1055/s-0034-1379459
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of various 2-(7-azaindolyl)carboxylic esters by Pd-catalyzed coupling of Reformatsky reagents with TBDMS-protected 3-bromo-7-azaindoles leading to a wide range of arylated ester derivatives is reported. After removal of the protecting group, the corresponding free 2-(7-azaindolyl)carboxylic esters are obtained in satisfactory yields.
引用
收藏
页码:692 / 700
页数:9
相关论文
共 50 条
  • [21] A general palladium-catalyzed cross-coupling of aryl fluorides and organotitanium (IV) reagents
    Xiao-Yun He
    Monatshefte für Chemie - Chemical Monthly, 2021, 152 : 823 - 832
  • [22] Recent Advance of Palladium-Catalyzed Cross-Coupling Reactions of Organoalanes with Electrophiles Reagents
    Li, Qinghan
    Shao, Xuebei
    Zhang, Gang
    Ding, Yong
    Yang, Xuejun
    Chen, Feng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (04) : 802 - 811
  • [23] Palladium-Catalyzed Cross-Coupling Reaction of Secondary Benzylic Bromides with Grignard Reagents
    Lopez-Perez, Ana
    Adrio, Javier
    Carretero, Juan C.
    ORGANIC LETTERS, 2009, 11 (23) : 5514 - 5517
  • [24] PALLADIUM-CATALYZED CYCLIZATION AND CROSS-COUPLING OF ACETYLENIC ARYL TRIFLATES WITH ORGANOTIN REAGENTS
    LUO, FT
    WANG, RT
    TETRAHEDRON LETTERS, 1991, 32 (52) : 7703 - 7706
  • [25] A general palladium-catalyzed cross-coupling of aryl fluorides and organotitanium (IV) reagents
    He, Xiao-Yun
    MONATSHEFTE FUR CHEMIE, 2021, 152 (07): : 823 - 832
  • [26] Palladium-Catalyzed Cross-Coupling Reactions of Organogold(I) Reagents with Organic Electrophiles
    Pena-Lopez, Miguel
    Ayan-Varela, Miguel
    Sarandeses, Luis A.
    Perez Sestelo, Jose
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (32) : 9905 - 9909
  • [27] Palladium-Catalyzed Cross-Coupling between Alkylidenecyclopropanes and Boronic Acids
    Rodino, Ricardo
    Mardones, Fernando
    Paredes, Krishna
    Jimenez, Claudio A.
    Nelson, Ronald
    Mascarenas, Jose L.
    Lopez, Fernando
    Verdugo, Felipe
    ADVANCED SYNTHESIS & CATALYSIS, 2024,
  • [28] Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols
    Rosa, David
    Nikolaev, Andrei
    Nithiy, Nisha
    Orellana, Arturo
    SYNLETT, 2015, 26 (04) : 441 - 448
  • [29] MECHANISM OF PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS
    JUTAND, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 121 - ORGN
  • [30] Palladium-catalyzed cross-coupling of aryl esters
    Dardir, Amira
    Melvin, Patrick
    Hazari, Nilay
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256