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
  • [21] Visible Light Uranyl Photocatalysis: Direct C-H to C-C Bond Conversion
    Capaldo, Luca
    Merli, Daniele
    Fagnoni, Maurizio
    Ravelli, Davide
    ACS CATALYSIS, 2019, 9 (04): : 3054 - 3058
  • [22] Visible-Light-Induced C-H Functionalization and C-C/C-X Bond-Forming Oxidative Cross-Coupling Reactions
    Zhang, Heng
    Lei, Aiwen
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (07) : 1164 - 1177
  • [23] Radical C-C Bond Formation using Sulfonium Salts and Light
    Peter, Aron
    Perry, Gregory J. P.
    Procter, David J.
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (11) : 2135 - 2142
  • [24] New achievements on C-C bond formation in water catalyzed by metal complexes
    Scalambra, Franco
    Lorenzo-Luis, Pablo
    de los Rios, Isaac
    Romerosa, Antonio
    COORDINATION CHEMISTRY REVIEWS, 2021, 443
  • [25] Carbon Nitride-Catalyzed Photoredox C-C Bond Formation with N-Aryltetrahydroisoquinolines
    Moehlmann, Lennart
    Baar, Moritz
    Riess, Julian
    Antonietti, Markus
    Wang, Xinchen
    Blechert, Siegfried
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (10) : 1909 - 1913
  • [26] Visible light-mediated C—P bond formation reactions
    Bao-Gui Cai
    Jun Xuan
    Wen-Jing Xiao
    ScienceBulletin, 2019, 64 (05) : 337 - 350
  • [27] Electrochemical Oxidative C-C Bond Cleavage of Ketones for C-N Bond Formation: A Route to Amides
    He, Yonghui
    Zeng, Liang
    Li, Ming
    Gu, Lijun
    Zhang, Shengyong
    Li, Ganpeng
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (19): : 12622 - 12631
  • [28] Visible-Light-Mediated Charge Transfer Enables C-C Bond Formation with Traceless Acceptor Groups
    James, Michael J.
    Strieth-Kalthoff, Felix
    Sandfort, Frederik
    Klauck, Felix J. R.
    Wagener, Felicitas
    Glorius, Frank
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (35) : 8240 - 8244
  • [29] Synthesis of β-Nitroamines and α-Aminonitriles by I2-Mediated Oxidative C-C Bond Formation
    Li, Qianmin
    Wang, Manman
    Yu, Wenquan
    Chang, Junbiao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (11) : 3966 - 3976
  • [30] Cuprous Oxide Catalyzed Oxidative C-C Bond Cleavage for C-N Bond Formation: Synthesis of Cyclic Imides from Ketones and Amines
    Wang, Min
    Lu, Jianmin
    Ma, Jiping
    Zhang, Zhe
    Wang, Feng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (47) : 14061 - 14065
12345