Oxidative cross-coupling of pyridine N-oxides and ethers between C(sp2)-H/C(sp3)-H bonds under transition-metal-free conditions

被引：51
|
作者：
Sun, Wei [1 ]
Xie, Zuguang [1 ]
Liu, Jie [1 ]
Wang, Lei [1 ,2 ]
机构：
[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 15期
基金：
美国国家科学基金会;
关键词：
C-H FUNCTIONALIZATION; DIRECT ARYLATION; ALKYLATION; AZOLES; AZINE; HETEROAROMATICS; DISCOVERY; ALCOHOLS; ADJACENT;
D O I：
10.1039/c5ob00237k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and efficient method based on the cross-coupling reactions of pyridine N-oxides with ethers between C(sp(2))-H/C(sp(3))-H bonds in the presence of TBHP was developed. The strategy provides an alternative approach to the pyridine moiety under transition-metal-free conditions.
引用
收藏
页码：4596 / 4604
页数：9
相关论文
共 50 条
  • [21] Transition-Metal-Free C(sp3)-H Oxidation of Diarylmethanes
    Yang, Fan
    Zhou, Bihui
    Chen, Pu
    Zou, Dong
    Luo, Qiannan
    Ren, Wenzhe
    Li, Linlin
    Fan, Limei
    Li, Jie
    MOLECULES, 2018, 23 (08):
  • [22] 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
  • [23] Nickel Catalysis Enables Oxidative C(sp2)-H/C(sp2)-H Cross-Coupling Reactions between Two Heteroarenes
    Cheng, Yangyang
    Wu, Yimin
    Tan, Guangyin
    You, Jingsong
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (40) : 12275 - 12279
  • [24] Transition-Metal-Free Intermolecular Amination of sp3 C-H Bonds with Sulfonamides
    Fan, Renhua
    Li, Weixun
    Pu, Dongming
    Zhang, Li
    ORGANIC LETTERS, 2009, 11 (06) : 1425 - 1428
  • [25] Transition-metal-free C(sp3)-H/C(sp3)-H dehydrogenative coupling of saturated heterocycles withN-benzyl imines
    Liu, Zhengfen
    Li, Minyan
    Deng, Guogang
    Wei, Wanshi
    Feng, Ping
    Zi, Quanxing
    Li, Tiantian
    Zhang, Hongbin
    Yang, Xiaodong
    Walsh, Patrick J.
    CHEMICAL SCIENCE, 2020, 11 (29) : 7619 - 7625
  • [26] Recent Advance in Ni-Catalyzed Reductive Cross-Coupling to Construct C(sp2)-C(sp2) and C(sp2)-C(sp3) Bonds
    Li, Yaqiong
    Fan, Yuhang
    Jia, Qianfa
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (02) : 350 - 362
  • [27] Transition-Metal-Assisted Radical/Radical Cross-Coupling: A New Strategy to the Oxidative C(sp3)-H/N-H Cross-Coupling
    Zhou, Liangliang
    Tang, Shan
    Qi, Xiaotian
    Lin, Caitao
    Liu, Kun
    Liu, Chao
    Lan, Yu
    Lei, Aiwen
    ORGANIC LETTERS, 2014, 16 (12) : 3404 - 3407
  • [28] Cobalt-catalyzed C(sp3)-H/C(sp2)-H oxidative coupling between alkanes and benzamides
    Li, Shuangjie
    Wang, Bao
    Dong, Guangyu
    Li, Chunpu
    Liu, Hong
    RSC ADVANCES, 2018, 8 (24) : 13454 - 13458
  • [29] Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reaction between Unactivated C(sp2)-H and C(sp3)-H Bonds
    Li, Qun
    Hu, Weipeng
    Hu, Renjian
    Lu, Hongjian
    Li, Guigen
    ORGANIC LETTERS, 2017, 19 (17) : 4676 - 4679
  • [30] Direct Synthesis of Disubstituted 3-Isoquinolinone Derivatives through the Construction of C-N, C=O, and C(sp2)-C(sp3) Bonds under Transition-Metal-Free Conditions
    Shi, Jianyi
    Chen, Xia
    Huang, Jingyun
    Lu, Yantong
    Yang, Zhendong
    Zhong, Mingli
    Zhu, Zhongzhi
    Chen, Xiuwen
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (03)
12345