Photoredox-catalyzed C(sp2)-H trifluoromethylation of 3-methylene-isoindolin-1-ones under metal-free conditions

被引：0
|
作者：
Zhou, Yuan-Xia [1 ]
Liu, Feng-Qian [1 ]
Wang, Guo-Qin [1 ]
Yang, Dan [1 ]
Han, Pan [1 ]
Jing, Lin-Hai [1 ]
机构：
[1] China West Normal Univ, Coll Chem & Chem Engn, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 34期
关键词：
GENERATION;
D O I：
10.1039/d4ob01046a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile synthetic method for direct C(sp(2))-H bond trifluoromethylation of 3-methylene-isoindolin-1-ones under visible-light-induced metal-free conditions is presented. This protocol features mild reaction conditions, broad substrate scope and excellent functional group tolerance, resulting in a range of structurally diverse trifluoromethylated products in good to excellent yields.
引用
收藏
页码：6928 / 6932
页数：5
相关论文
共 50 条
  • [1] Photoredox-Catalyzed Metal-Free Regio- & Stereoselective C(sp2)-H Amination of Enamides with N-Aminopyridium Salts
    Qin, Zheng-Bao
    Ni, Kun
    Wang, Li
    Wu, Xiao-Di
    Zhang, Yu
    Zhao, Kai
    CHINESE JOURNAL OF CHEMISTRY, 2024, 42 (18) : 2235 - 2242
  • [2] Metal-free electrochemical oxidative trifluoromethylation/C(sp2)-H functionalization of quinolinones
    Xu, Chunzhao
    Liu, Yue
    Liu, Hao
    Ma, Junjie
    He, Xin
    Wu, Hongfeng
    Li, Yuqin
    Sun, Zhizhong
    Chu, Wenyi
    TETRAHEDRON LETTERS, 2020, 61 (35)
  • [3] Visible-Light Photoredox-Catalyzed Thioacetalization of Aldehydes Under Metal-Free and Solvent-Free Conditions
    Du, Kai
    Wang, Shao-Chien
    Basha, R. Sidick
    Lee, Chin-Fa
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (07) : 1597 - 1605
  • [4] Cross-dehydrogenative coupling of α-C(sp3)-H of ethers/alkanes with C(sp2)-H of heteroarenes under metal-free conditions
    Ambala, Srinivas
    Thatikonda, Thanusha
    Sharma, Shweta
    Munagala, Gurunadham
    Yempalla, Kushalava Reddy
    Vishwakarma, Ram A.
    Singh, Parvinder Pal
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (46) : 11341 - 11350
  • [5] Bi-Catalyzed Trifluoromethylation of C(sp2)-H Bonds under Light
    Tsuruta, Takuya
    Spinnato, Davide
    Moon, Hye Won
    Leutzsch, Markus
    Cornella, Josep
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (47) : 25538 - 25544
  • [6] C(sp3)-H Peroxidation of 3-Substituted Indolin-2-ones under Metal-Free Conditions
    Ying, Wei-Wei
    Zhu, Wen-Ming
    Gao, Zhanghua
    Liang, Hongze
    Wei, Wen-Ting
    SYNLETT, 2018, 29 (05) : 663 - 667
  • [7] Photoredox-Catalyzed Transition-Metal-Free C(sp2)-H Phosphorylation Using 9-Mesityl-10-Methylacridinium Perchlorate Photocatalyst
    Gao, Jin
    Jiang, Shuangfei
    Gan, Qiaoyu
    Chen, Xi
    Zhang, Rui
    Zhu, Wenchao
    Zhang, Xinghua
    Jiang, Zeqi
    CHEMISTRYSELECT, 2024, 9 (18):
  • [8] Transition metal-free visible light photoredox-catalyzed remote C(sp3)-H borylation enabled by 1,5-hydrogen atom transfer
    Sun, Beiqi
    Li, Wenke
    Liu, Qianyi
    Zhang, Gaoge
    Mo, Fanyang
    COMMUNICATIONS CHEMISTRY, 2023, 6 (01)
  • [9] Transition metal-free visible light photoredox-catalyzed remote C(sp3)−H borylation enabled by 1,5-hydrogen atom transfer
    Beiqi Sun
    Wenke Li
    Qianyi Liu
    Gaoge Zhang
    Fanyang Mo
    Communications Chemistry, 6
  • [10] C-H Functionalization of Imidazo[1,5-a]pyridines: A Metal-Free Approach for Methylene Insertion to Access C(sp2)-C(sp3)-H-C(sp2) Bond Formation
    Mahajan, Shivangani
    Sawant, Sanghapal D.
    ACS OMEGA, 2024, 9 (50): : 49071 - 49080
12345