Transition-metal-free synthesis of triarylmethanes via Friedel-Crafts reactions of imidazo[1,2-a]pyridines with chlorohydrocarbon derivatives

被引:1
|
作者
Fu, Xinlei [1 ]
Wu, Longhui [1 ]
Guo, Xiaohua [1 ]
Yang, Kai [1 ]
Liu, Zhaowen [1 ]
机构
[1] Gannan Med Univ, Coll Pharm, Ganzhou 341000, Jiangxi, Peoples R China
关键词
HFIP; Friedel-Crafts reactions; Imidazo[1; 2-a]pyridines; Triarylmethanes; Chlorohydrocarbon; ARYL; ALCOHOLS;
D O I
10.1016/j.jscs.2024.101883
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile, transition-metal-free, HFIP-promoted method for the synthesis of triarylmethanes through direct Friedel-Crafts reactions of imidazo[1,2-a]pyridines with chlorohydrocarbon derivatives has been described, which allows for efficient synthesis of triarylmethanes containing imidazo[1,2-a]pyridines in good to satisfactory yields at room temperature. This transformation features simple operation, excellent functional group tolerance, and a broad substrate scope.
引用
收藏
页数:9
相关论文
共 50 条
  • [21] IMIDAZOLE DERIVATIVES .9. SELECTIVE REACTIONS OF FUNCTIONALIZED IMIDAZO[1,2-A]PYRIDINES - STEREOSPECIFIC SYNTHESIS OF 5,6-DIHYDROIMIDAZO[1,2-A]PYRIDINES
    KNOLKER, HJ
    HITZEMANN, R
    TETRAHEDRON LETTERS, 1994, 35 (14) : 2157 - 2160
  • [22] Annulation of imidazo[1,2-a]pyridines under metal-free conditions
    Semwal, Rashmi
    Joshi, Abhisek
    Kumar, Rahul
    Adimurthy, Subbarayappa
    NEW JOURNAL OF CHEMISTRY, 2020, 44 (47) : 20530 - 20534
  • [23] Multicomponent Domino Reactions for the Synthesis of Variable Hydrogenated Imidazo[1,2-a]pyridines
    Kushch, Svetlana O.
    Goryaeva, Marina, V
    Surnina, Elena A.
    Burgart, Yanina, V
    Ezhikova, Marina A.
    Kodess, Mikhail, I
    Slepukhin, Pavel A.
    Saloutin, Victor, I
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (02)
  • [24] Catalyst- and Solvent-free Synthesis of Imidazo[1,2-a]pyridines
    Zhu, Dong-Jian
    Chen, Jiu-Xi
    Liu, Miao-Chang
    Ding, Jin-Chang
    Wu, Hua-Yue
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (03) : 482 - U130
  • [25] Synthesis of C-3-Functionalized Imidazo[1,2-a]pyridines via Direct para-Position Arylation of Electron-Rich Anilines under Transition-Metal-Free Conditions
    Hao, Liqiang
    Wu, Gaorong
    Wang, Yangyang
    Xu, Xiaobo
    Ji, Yafei
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (13) : 2159 - 2164
  • [26] Application of α-amino acids for the transition-metal-free synthesis of pyrrolo[1,2-a]quinoxalines
    Liu, Huanhuan
    Zhou, Feiyu
    Luo, Wen
    Chen, Yuxin
    Zhang, Chenyang
    Ma, Chen
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (34) : 7157 - 7164
  • [27] Transition Metal and Base-Free Electro-Oxidative Regioselective Trifluoromethylation of Imidazo[1,2-a]pyridines
    Halder, Atreyee
    Ghosh, Sayan
    De Sarkar, Suman
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (08)
  • [28] 1,1,1,3,3,3-Hexafluoro-2-Propanol-Promoted Friedel-Crafts Reaction: Metal-Free Synthesis of C3-Difluoromethyl Carbinol-Containing Imidazo[1,2-a]pyridines at Room Temperature
    Gao, Juanjuan
    Liu, Zhaowen
    Guo, Xiaohua
    Wu, Longhui
    Chen, Zhixi
    Yang, Kai
    MOLECULES, 2023, 28 (22):
  • [29] Metal-Free Regioselective Carbonylation of Imidazo[1,2-a]pyridines via Photoredox Catalysis using Nitrones
    Tang, Fang
    Guan, Zhi
    He, Yan-Hong
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (06) : 867 - 872
  • [30] 2-Aminopyridines as an α-Bromination Shuttle in a Transition Metal-Free One-Pot Synthesis of Imidazo[1,2-a]pyridines
    Roslan, Irwan Iskandar
    Ng, Kian-Hong
    Chuah, Gaik-Khuan
    Jaenicke, Stephan
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (03) : 364 - 369