Electrochemical Aerobic Oxidative Cleavage of (sp3)C-C(sp3)/H Bonds in Alkylarenes

被引：10
|
作者：
Shen, Tong [1 ,2 ]
Liu, Shuai [2 ]
Zhao, Jianyou [1 ]
Wang, Nengyong [1 ]
Yang, Le [1 ]
Wu, Jintao [1 ]
Shen, Xu [1 ]
Liu, Zhong-Quan [1 ]
机构：
[1] Nanjing Univ Chinese Med, Coll Pharm, Jiangsu Collaborat Innovat Ctr Chinese Med Resour, Nanjing 210023, Peoples R China
[2] Univ Bordeaux, Inst Mol Sci, F-33405 Talence, France
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期
基金：
中国国家自然科学基金;
关键词：
ELECTRON-TRANSFER; CARBON; ACTIVATION; LIGHT; PALLADIUM; CHLORIDES; STRATEGY; ANILINES; ALKENES; CASCADE;
D O I：
10.1021/acs.joc.1c02947
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An electrochemistry-promoted oxidative cleavage of (sp(3))C-C(sp(3))/H bonds in alkylarenes was developed. Various aryl alkanes can be smoothly converted into ketones/aldehydes under aerobic conditions using a user-friendly undivided cell setup. The features of air as oxidant, scalability, and mild conditions make them attractive in synthetic organic chemistry.
引用
收藏
页码：3286 / 3295
页数：10
相关论文
共 50 条
  • [41] Photoredox-catalyzed C-C bond cleavage of cyclopropanes for the formation of C(sp3)-heteroatom bonds
    Ge, Liang
    Zhang, Chi
    Pan, Chengkai
    Wang, Ding-Xing
    Liu, Dong-Ying
    Li, Zhi-Qiang
    Shen, Pingkang
    Tian, Lifang
    Feng, Chao
    NATURE COMMUNICATIONS, 2022, 13 (01)
  • [42] Visible light-induced aerobic photooxidative cleavage of C(sp3)-C(sp2) σ-bonds of allylarenes
    Tang, Jinyu
    Zhao, Xi
    Ni, Jinxuan
    Huo, Yanping
    Gao, Yang
    Li, Xianwei
    Liu, Yan
    Maruoka, Keiji
    Chen, Qian
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (22): : 6385 - 6392
  • [43] C(sp3)-H/C(sp3)-H Dehydrogenative Radical Coupling of Glycine Derivatives
    Wang, Jiayuan
    Ye, Youwan
    Sang, Tongzhi
    Zhou, Chenxing
    Bao, Xiazhen
    Yuan, Yong
    Huo, Congde
    ORGANIC LETTERS, 2022, 24 (41) : 7577 - 7582
  • [44] Oxidative radical cascade cyclization involving C(sp3)-C(sp3), C(sp3)-C(sp2) and C(sp2)-N bonds formation: direct construction of cyano and methyl substituted polyheterocycles
    Shang, Jia-Qi
    Wang, Shi-Sheng
    Fu, Hong
    Li, Yi
    Yang, Tao
    Li, Ya-Min
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (12): : 1945 - 1949
  • [45] Copper-catalyzed aerobic phosphonation of sp3 C-H bonds
    Basle, Olivier
    Li, Chao-Jun
    CHEMICAL COMMUNICATIONS, 2009, (27) : 4124 - 4126
  • [46] Selective Hydroxylation of C(sp3)-H Bonds in Steroids
    Abas, Hossay
    Blencowe, Peter
    Brookfield, Joanna L.
    Harwood, Lucy A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (44)
  • [47] Photoinduced Direct Cyanation of C(sp3)-H Bonds
    Hoshikawa, Tamaki
    Yoshioka, Shun
    Kamijo, Shin
    Inoue, Masayuki
    SYNTHESIS-STUTTGART, 2013, 45 (07): : 874 - 887
  • [48] Photocatalyzed Enantioselective Functionalization of C(sp3)-H Bonds
    Xu, Guo-Qiang
    Wang, Wei David
    Xu, Peng-Fei
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (02) : 1209 - 1223
  • [49] A catalytic approach for the functionalization of C(sp3)-H bonds
    Tobisu, M
    Chatani, N
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (11) : 1683 - 1684
  • [50] Rh(III)-Catalyzed Oxidative Annulation Leading to Substituted Indolizines by Cleavage of C(sp2)-H/C(sp3)-H Bonds
    Shen, Bingxue
    Li, Bin
    Wang, Baiquan
    ORGANIC LETTERS, 2016, 18 (12) : 2816 - 2819
12345