Copper-catalyzed efficient access to 2,4,6-triphenyl pyridines via oxidative decarboxylative coupling of aryl acetic acids with oxime acetates

被引:6
|
作者
Varaprasad, Bodala [1 ,2 ]
Bharat Kumar, Karasala [1 ]
Siddaiah, Vidavalur [1 ]
Shyamala, Pulipaka [2 ]
Chinnari, Lekkala [1 ]
机构
[1] Andhra Univ, Dept Organ Chem & FDW, Visakhapatnam 530003, Andhra Pradesh, India
[2] Andhra Univ, Dept Phys Nucl & Chem Oceanog, Visakhapatnam 530003, Andhra Pradesh, India
关键词
ONE-POT; REGIOSELECTIVE SYNTHESIS; KETOXIME CARBOXYLATES; BOND-CLEAVAGE; SOLVENT-FREE; CYCLIZATION; REARRANGEMENT; INHIBITORS; NITRILES; STRATEGY;
D O I
10.1039/d1nj01987b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient and concise approach for the synthesis of 2,4,6-triphenyl pyridines has been developed through copper-catalysed oxidative decarboxylative coupling of C(sp(3)) aryl acetic acids with oxime acetates in DMF at 150 degrees C under an oxygen atmosphere. Various functional groups were well tolerated and provided the corresponding 2,4,6-triphenyl pyridines in good to excellent yields.
引用
收藏
页码:15205 / 15209
页数:5
相关论文
共 16 条
  • [1] Heterogeneous copper-catalyzed oxidative coupling of oxime acetates with sodium sulfinates: An efficient and practical synthesis of β-keto sulfones
    Xia, Jianhui
    Huang, Xue
    You, Shengyong
    Cai, Mingzhong
    APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (08)
  • [2] Copper-catalyzed oxidative coupling of 2,4,6-trimethylphenol with oxygen
    Oyaizu, K
    Saito, K
    Tsuchida, E
    CHEMISTRY LETTERS, 2000, (11) : 1318 - 1319
  • [3] Efficient access to 1H-indazoles via copper-catalyzed cross-coupling/cyclization of 2-bromoaryl oxime acetates and amines
    Tang, Xiaodong
    Gao, Hanling
    Yang, Jidan
    Wu, Wanqing
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (11): : 1295 - 1298
  • [4] An efficient synthesis of polysubstituted pyrroles via copper-catalyzed coupling of oxime acetates with dialkyl acetylenedicarboxylates under aerobic conditions
    Tang, Xiaodong
    Huang, Liangbin
    Qi, Chaorong
    Wu, Wanqing
    Jiang, Huanfeng
    CHEMICAL COMMUNICATIONS, 2013, 49 (83) : 9597 - 9599
  • [5] Copper-catalyzed aerobic oxidative decarboxylative amination of arylacetic acids: a facile access to 2-arylquinazolines
    Yan, Yizhe
    Shi, Miaomiao
    Niu, Bin
    Meng, Xiangping
    Zhu, Changrui
    Liu, Gengyao
    Chen, Ting
    Liu, Yanqi
    RSC ADVANCES, 2016, 6 (42): : 36192 - 36197
  • [6] Synthesis of 2H-imidazoles via copper-catalyzed homo/cross-coupling of oxime acetates
    Liu, Min
    Liu, Bifu
    Chen, Hongyan
    Wang, Qian
    Liu, Lixin
    Feng, Kejun
    Wang, Zijia
    Li, Qiang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (36) : 7316 - 7320
  • [7] Copper-catalyzed oxidative coupling of arylboronic acids with aryl carboxylic acids: Cu3(BTC)2 MOF as a sustainable catalyst to access aryl esters
    Devarajan, Nainamalai
    Suresh, Palaniswamy
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (15): : 2322 - 2331
  • [8] Synthesis of Aryl Thiocyanates via Copper-Catalyzed Aerobic Oxidative Cross-Coupling between Arylboronic Acids and KSCN
    Sun, Nan
    Zhang, Han
    Mo, Weimin
    Hu, Baoxiang
    Shen, Zhenlu
    Hu, Xinquan
    SYNLETT, 2013, 24 (11) : 1443 - 1447
  • [9] Copper-catalyzed coupling of oxime acetates and aryldiazonium salts: an azide-free strategy toward N-2-aryl-1,2,3-triazoles
    Zhu, Chuanle
    Zeng, Hao
    Chen, Fulin
    Liu, Chi
    Zhu, Rui
    Wu, Wanqing
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (04): : 571 - 576
  • [10] Copper-catalyzed aerobic oxidative coupling of o-phenylenediamines with 2-aryl/heteroarylethylamines: direct access to construct quinoxalines
    Gopalaiah, Kovuru
    Saini, Anupama
    Chandrudu, Sankala Naga
    Rao, Devarapalli Chenna
    Yadav, Harsh
    Kumar, Binay
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (10) : 2259 - 2268