Rhodium-catalyzed direct ortho C-H olefination of phenol derivatives

被引:103
|
作者
Feng, Chao [1 ]
Loh, Teck-Peng [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637616, Singapore
关键词
OXIDATIVE COUPLING REACTION; BOND FUNCTIONALIZATION; ACTIVATION; ALKENYLATION; REACTIVITY; ACID; EFFICIENT; ANILIDES; BENZENES; INDOLES;
D O I
10.1039/c1cc14108b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cationic rhodium complex-catalyzed olefination of phenol derivatives for the direct introduction of an alpha,beta-unsaturated ester appendage is described. In addition, deuterium labelling and kinetic isotope effect studies were performed to probe the reaction mechanism.
引用
收藏
页码:10458 / 10460
页数:3
相关论文
共 50 条
  • [41] Oxidative ortho-alkenylation of arylphosphine oxides by rhodium-catalyzed C-H bond twofold cleavage
    Mo, Juntae
    Lim, Sujin
    Park, Sangjune
    Ryu, Taekyu
    Kim, Sanghyuck
    Lee, Phil Ho
    RSC ADVANCES, 2013, 3 (40) : 18296 - 18299
  • [42] Rhodium-Catalyzed Selective C-H Bond Functionalization of Quinolines
    Dhiman, Ankit K.
    Thakur, Ankita
    Kumar, Rakesh
    Sharma, Upendra
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (10) : 1502 - 1518
  • [43] Mechanistic insights into the rhodium-catalyzed aryl C-H carboxylation
    Liu, DeGuang
    Xu, ZheYuan
    Liu, MingQiang
    Fu, Yao
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (02) : 370 - 379
  • [44] Directing group strategies in rhodium-catalyzed C-H amination
    Ma, Jiao-li
    Zhou, Xu-ming
    Chen, Jia-lin
    Shi, Jie-xin
    Cheng, Hui-cheng
    Guo, Peng-hu
    Ji, Hong-bing
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (38) : 7554 - 7576
  • [45] Mechanism of the Rhodium-Catalyzed Silylation of Arene C-H Bonds
    Cheng, Chen
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (34) : 12064 - 12072
  • [46] Rhodium-Catalyzed Selective C-H Alkenylation of Indole at C4 Position
    Wu, Qingyi
    Gao, Pan
    Yuan, Yu
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (04) : 749 - 752
  • [47] Rhodium-Catalyzed Intermolecular C-H Silylation of Arenes with High Steric Regiocontrol
    Cheng, Chen
    Hartwig, John F.
    SCIENCE, 2014, 343 (6173) : 853 - 857
  • [48] Rhodium-Catalyzed Directed Sulfenylation of Arene C-H Bonds
    Yang, Yaxi
    Hou, Wei
    Qin, Lihuai
    Du, Juanjuan
    Feng, Huijin
    Zhou, Bing
    Li, Yuanchao
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (02) : 416 - 420
  • [49] Rhodium-Catalyzed C-H Activation Enabled by an Indium Metalloligand
    Yamada, Ryosuke
    Iwasawa, Nobuharu
    Takaya, Jun
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (48) : 17251 - 17254
  • [50] Activation Relay on Rhodium-Catalyzed C-H Aminomethylation in Cooperation with Photoredox Catalysis
    Liu, Ruixing
    Liu, Jiaxin
    Wei, Yin
    Shi, Min
    ORGANIC LETTERS, 2019, 21 (11) : 4077 - 4081