Direct oxidative coupling of thiols and benzylic ethers via C(sp3)-H activation and C-O cleavage to lead thioesters

被引：21
|
作者：
Feng, J. [1 ]
Lv, M. -F. [1 ]
Lu, G. -P. [1 ]
Cai, C. [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Chem Engn Coll, Nanjing 210094, Jiangsu, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 03期
关键词：
SIMPLE ALKANES; H BONDS; CARBOXYLIC-ACIDS; IONIC LIQUID; THIOESTERIFICATION; FUNCTIONALIZATION; EFFICIENT; ALDEHYDES; ACYLATION; ESTERS;
D O I：
10.1039/c4ob02250e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An unprecedented C-S formation method via direct oxidative C(sp(3))-H bond functionalization and C-O cleavage of benzylic ethers was developed. Various thioesters including thioester structure containing drug intermediates could be achieved by this convenient, metal and base free method in satisfactory yields.
引用
收藏
页码：677 / 681
页数：5
相关论文
共 50 条
  • [31] Electro-oxidative C(sp3)-H Amination of Azoles via Intermolecular Oxidative C(sp3)-H/N-H Cross-Coupling
    Wu, Jiwei
    Zhou, Yi
    Zhou, Yuchen
    Chiang, Chien-Wei
    Lei, Aiwen
    ACS CATALYSIS, 2017, 7 (12): : 8320 - 8323
  • [32] Palladium(ii)-catalyzed oxidative C(sp3)-P bond formation via C(sp3)-H bond activation
    Chen, Lijin
    Zhou, Zhenfei
    Zhang, Saifei
    Li, Xiaoqian
    Ma, Xuebing
    Dong, Jiaxing
    CHEMICAL COMMUNICATIONS, 2019, 55 (91) : 13693 - 13696
  • [33] Silver-Catalyzed Synthesis of Benzyl Ethers via Alkoxylation of Benzylic C(sp3)-H Bonds
    Huang, Peng
    Zhang, Guang'an
    Wang, Zechao
    Wu, Junliang
    CHEMISTRY-AN ASIAN JOURNAL, 2023, 18 (14)
  • [34] Direct Synthesis of 2-Aryl-4-quinolones via Transition-Metal-Free Intramolecular Oxidative C(sp3)-H/C(sp3)-H Coupling
    Hu, Wei
    Lin, Jian-Ping
    Song, Li-Rui
    Long, Ya-Qiu
    ORGANIC LETTERS, 2015, 17 (05) : 1268 - 1271
  • [35] Electrochemical Benzylic C(sp3)-H Acyloxylation
    Atkins, Alexander P.
    Rowett, Albert C.
    Heard, David M.
    Tate, Joseph A.
    Lennox, Alastair J. J.
    ORGANIC LETTERS, 2022, : 5105 - 5108
  • [36] Direct Synthesis of β-Amino Boronates via Amide α-C-H Bond Activation and C(sp3)-C(sp3) Coupling under Dual Ni/Photoredox Catalysis
    Hu, Zihao
    Wang, Dong
    Xu, Tao
    ACS CATALYSIS, 2023, 14 (01): : 547 - 553
  • [37] Direct Synthesis of β-Amino Boronates via Amide α-C-H Bond Activation and C(sp3)-C(sp3) Coupling under Dual Ni/Photoredox Catalysis
    Hu, Zihao
    Wang, Dong
    Xu, Tao
    ACS Catalysis, 2024, 14 (01) : 547 - 553
  • [38] Electrochemical Benzylic C(sp3)-H Isothiocyanation
    Zhang, Shanxue
    Li, Yufeng
    Wang, Tao
    Li, Ming
    Wen, Lirong
    Guo, Weisi
    ORGANIC LETTERS, 2022, 24 (08) : 1742 - 1746
  • [39] Electrochemical Intramolecular Oxidative C(sp3)-H/C(sp3)-H Coupling for the Synthesis of 4-Quinolones
    Wu, Jiwei
    Jin, Kejun
    Wang, Ruiyou
    Wang, Xingyu
    Yu, Xiaoxiao
    Zhong, Liangcheng
    Liu, Jianguo
    SYNTHESIS-STUTTGART, 2023, 55 (03): : 451 - 456
  • [40] Iron porphyrin-catalyzed C(SP3) -H activation for the formation of C-O bond via cross-dehydrogenative coupling of cycloether and aromatic acid
    Wen, Wei-Hong
    Xie, An-Na
    Wang, Hua-Hua
    Zhang, Dong-Xu
    Ali, Atif
    Ying, Xiao
    Liu, Hai-Yang
    TETRAHEDRON, 2017, 73 (51) : 7169 - 7176
12345