Efficient Synthesis of 6-Aryl-2-chloronicotinic Acids via Pd Catalyzed Regioselective Suzuki Coupling of 2,6-Dichloronicotinic Acid

被引:6
|
作者
Ma, Mingliang [1 ]
Li, Chengwei [1 ]
Li, Xiaoyan [1 ]
Wen, Ke [1 ]
Liu, Yahu A. [2 ]
机构
[1] E China Normal Univ, Key Lab Brain Funct Genom, MOE & STCSM, Shanghai Inst Brain Funct Genom, Shanghai 200062, Peoples R China
[2] ChemBridge Res Labs Inc, Med Chem, San Diego, CA 92127 USA
关键词
D O I
10.1002/jhet.5570450646
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A regioselective Suzuki coupling of 2,6-dichloronicotinic acid with aryl boronic acids to synthesize 6-aryl-2-chloronicotinic acids is described. Regioselectivity was achieved in aqueous dioxane using the routinely used catalyst Pd(PPh3)(4).
引用
下载
收藏
页码:1847 / 1849
页数:3
相关论文
共 50 条
  • [31] 2,6-diazaspiro[3.3]heptanes: Synthesis and application in Pd-catalyzed aryl Amination reactions
    Burkhard, Johannes
    Carreira, Erick M.
    ORGANIC LETTERS, 2008, 10 (16) : 3525 - 3526
  • [32] An efficient synthesis of 2-chloropyrimidines via Pd-catalyzed regioselective dechlorination of 2,4-dichloropyrimidines in the presence of NaHCO3
    Zhang Yang-Ming
    Gu Min
    Ma Hui
    Tang Jie
    Lu Wei
    Nan Fa-Jun
    CHINESE JOURNAL OF CHEMISTRY, 2008, 26 (05) : 962 - 964
  • [33] Synthesis of 3-Substituted 2-Arylpyridines via Cu/Pd-Catalyzed Decarboxylative Cross-Coupling of Picolinic Acids with (Hetero)Aryl Halides
    Hackenberger, Dagmar
    Weber, Philip
    Blakemore, David C.
    Goossen, Lukas J.
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (07): : 3917 - 3925
  • [34] Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids Using a Morpholine-Pd(OAc)2 Catalyst System
    Abe, Taichi
    Mino, Takashi
    Watanabe, Kohei
    Yagishita, Fumitoshi
    Sakamoto, Masami
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (18) : 3909 - 3916
  • [35] Synthesis of aryl-substituted indanones and indenes via a highly efficient ligand-free palladium-catalyzed Suzuki coupling process
    Song, Yuming
    Xie, Yamei
    Chen, Minjian
    Qu, Jingping
    Hu, Hongfan
    Lang, Xiaomei
    Xue, Shan
    Ran, Yin
    Xin, Shixuan
    ARKIVOC, 2016, : 306 - 327
  • [36] Regioselective Synthesis of Phenanthridines via Pd(II)-Catalyzed Annulative C(sp 2)-H Activation
    Yadav, Anamika
    Upadhyay, Surabhi
    Kant, Ruchir
    Srivastava, Ajay Kumar
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (19): : 13568 - 13583
  • [37] MICROWAVE PROMOTED SUZUKI COUPLINGS OF 2,6-DIBROMO PYRIDINE WITH ARYL BORONIC ACIDS : SYNTHESIS OF MONO AND DIARYL PYRIDINES
    Hemasri, Y.
    Mallikarjun
    Rao, Jayaprakash Y.
    HETEROCYCLIC LETTERS, 2013, 3 (01): : 41 - 48
  • [38] Nickel-Catalyzed Suzuki-Miyaura Coupling in Water for the Synthesis of 2-Aryl Allyl Phosphonates and Sulfones
    Yu, Yu-Chen
    Sung, Yun-Chiao
    Fu, Jun-Hao
    Peng, Wen-Sheng
    Yu, Yu-Chia
    Li, Juyun
    Chan, Yi-Tsu
    Tsai, Fu-Yu
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (04): : 2448 - 2458
  • [39] Design and synthesis of thioether-imidazolium chlorides as efficient ligands for palladium-catalyzed Suzuki-Miyaura coupling of aryl bromides with arylboronic acids
    Kuriyama, Masami
    Shimazawa, Rumiko
    Shirai, Ryuichi
    TETRAHEDRON, 2007, 63 (38) : 9393 - 9400
  • [40] CuO-2,2'-Diamino-6,6'-Dimethylbiphenyl Catalyzed Suzuki-Miyaura Coupling Reactions of Arylboronic Acids with Aryl Iodides and Bromides
    Ye, Yue-Mei
    Wang, Bin-Bin
    Ma, Dan
    Shao, Li-Xiong
    Lu, Jian-Mei
    CATALYSIS LETTERS, 2010, 139 (3-4) : 141 - 144