Eosin Y Catalyzed Visible Light Oxidative C-C and C-P bond Formation

被引：544
|
作者：
Hari, Durga Prasad [1 ]
Koenig, Burkhard [1 ]
机构：
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 15期
关键词：
PHOTOREDOX CATALYSIS; TERTIARY-AMINES; H BOND; ELECTROCHEMICAL OXIDATION; ORGANIC-SYNTHESIS; IMINIUM CATION; PET PROCESSES; ALDEHYDES; ORGANOCATALYSIS; PHOTOCATALYSIS;
D O I：
10.1021/ol201376v
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Eosin Y catalyzes efficiently the visible light mediated coupling of sp(3) C-H bonds adjacent to the nitrogen atom in tetrahydroisoquinoline derivatives in the absence of an external oxidant. Nitroalkanes, dialkyl malonates, malononitrile, and dialkyl phophonates were used as pronucleophiles in this metal-free, visible light oxidative coupling reaction.
引用
收藏
页码：3852 / 3855
页数：4
相关论文
共 50 条
  • [31] Dual Catalysis: Combination of Photocatalytic Aerobic Oxidation and Metal Catalyzed Alkynylation Reactions-C-C Bond Formation Using Visible Light
    Rueping, Magnus
    Koenigs, Rene M.
    Poscharny, Konstantin
    Fabry, David C.
    Leonori, Daniele
    Vila, Carlos
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (17) : 5170 - 5174
  • [32] Singlet oxygen mediated dual C-C and C-N bond cleavage in visible light
    Ritu
    Sharma, Charu
    Kumar, Sharvan
    Jain, Nidhi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (15) : 2921 - 2928
  • [33] Direct synthesis of hydrazones by visible light mediated aerobic oxidative cleavage of the C=C bond
    Ding, Ya
    Li, Hao
    Meng, Yunge
    Zhang, Te
    Li, Jiawen
    Chen, Qiu-Yun
    Zhu, Chunyin
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (08): : 1611 - 1614
  • [34] Immobilization of Aldolase for C-C Bond Formation
    Aragon, Caio C.
    Palomo, Jose M.
    Filice, Marco
    Mateo, Cesar
    CURRENT ORGANIC CHEMISTRY, 2016, 20 (11) : 1243 - 1251
  • [35] Visible-Light-Induced Difunctionalization of the C-C Bond of Alkylidenecyclopropanes with Acyl Chlorides
    Ding, Chuan
    Huang, Peng-Fei
    Xiong, Biquan
    Tang, Ke-Wen
    Liu, Yu
    CATALYSTS, 2023, 13 (06)
  • [36] Eosin-Y-Catalyzed Photoredox C-S Bond Formation: Easy Access to Thioethers
    Chand, Shiv
    Pandey, Anand Kumar
    Singh, Rahul
    Kumar, Saurabh
    Singh, Krishna Nand
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (24) : 4712 - 4716
  • [37] Oxidative C(SP2)-P Formation: Direct Construction of C-P Bond on Quinoxalines via Aromatic Phosphorous Oxide
    Xiong, Yunkui
    Zhang, Jianye
    Qi, Liping
    Zhang, Yu
    Wang, Tao
    CHEMISTRYSELECT, 2021, 6 (04): : 657 - 662
  • [38] Iron-Catalyzed π-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation
    Fan, Xiaohui
    Cui, Xiao-Meng
    Guan, Yong-Hong
    Fu, Lin-An
    Lv, Hao
    Guo, Kun
    Zhu, Hong-Bo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (03) : 498 - 501
  • [39] Room Temperature C-P Bond Formation Enabled by Merging Nickel Catalysis and Visible-Light-Induced Photoredox Catalysis
    Xuan, Jun
    Zeng, Ting-Ting
    Chen, Jia-Rong
    Lu, Liang-Qiu
    Xiao, Wen-Jing
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (13) : 4962 - 4965
  • [40] Benzaldehyde lyase-catalyzed enantioselective C-C bond formation and cleavage: A review
    Ju, Zhiran
    Xu, Junde
    Li, Zhiyun
    Fang, Jingjie
    Li, Menglan
    Howell, Daniel C.
    Chen, FenEr
    GREEN SYNTHESIS AND CATALYSIS, 2022, 3 (04): : 317 - 326
12345