Direct C-H Transformation via Iron Catalysis

被引:1866
|
作者
Sun, Chang-Liang
Li, Bi-Jie
Shi, Zhang-Jie [1 ]
机构
[1] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China
关键词
CROSS-COUPLING REACTION; HECK-TYPE REACTION; STEREOSPECIFIC ALKANE HYDROXYLATION; OLEFIN CIS-DIHYDROXYLATION; ARYL BOND FORMATION; DIRECT ARYLATION; HYDROGEN-PEROXIDE; HIGHLY EFFICIENT; MIZOROKI-HECK; SELECTIVE OXIDATION;
D O I
10.1021/cr100198w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A compiled analysis and discussion of advances in iron-catalyzed C-H transformations in the past decade is presented. For the oxidation of cyclohexane, simpler and more efficient system were reported by using catalytic amounts of commercial available iron salts in acetonitrile under mild conditions, and H2O2 as the oxidant. In 2008, Fu and co-workers reported the first example of iron-catalyzed amidation of C-H bonds and a new C-N formation process was demonstrated by Li in 2010. In 2008, Nakamura and co-workers developed the first iron-catalyzed direct arylation of aryl C-H bonds with in situ generated organozinc reagents from aryl Grignard reagents and ZnCl2 in the presence of a proper ligand. Among direct C-H transformations, general alkyl sp3 C-H faces the highest challenge due to its intrinsic inactivating features.
引用
收藏
页码:1293 / 1314
页数:22
相关论文
共 50 条
  • [41] Direct C-H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis
    Tomita, Ren
    Yasu, Yusuke
    Koike, Takashi
    Akita, Munetaka
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 1099 - 1106
  • [42] High-spin catalysis using iron: C-H bond functionalization
    Betley, Theodore
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [43] Direct C-H difluoroallylation of α,β-unsaturated amides and aryl amides by rhodium catalysis
    Ding, Wenqian
    Hu, Wanqi
    Chen, Xingyu
    Wang, Yan
    Liu, Xueqing
    Liu, Weiqi
    Wu, Xiaowei
    CHEMICAL COMMUNICATIONS, 2024, 60 (89) : 13036 - 13039
  • [44] Direct thiocarbamation of imidazoheterocycles via dual C-H sulfurization
    Deng, Jian-Chao
    Zhang, Jun-Rong
    Li, Ming-Hua
    Huang, Jie-Cheng
    Lai, Zhi-Sheng
    Tong, Xin-Yu
    Cui, Zi-Ning
    Tang, Ri-Yuan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (34) : 7854 - 7857
  • [45] Iron-catalyzed/mediated oxidative transformation of C-H bonds
    Jia, Fan
    Li, Zhiping
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (02): : 194 - 214
  • [46] Direct Borylation of Primary C-H Bonds in Functionalized Molecules by Palladium Catalysis
    Zhang, Li-Sheng
    Chen, Guihua
    Wang, Xin
    Guo, Qing-Yun
    Zhang, Xi-Sha
    Pan, Fei
    Chen, Kang
    Shi, Zhang-Jie
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (15) : 3899 - 3903
  • [47] Synthesis of Dragmacidin D via Direct C-H Couplings
    Mandal, Debashis
    Yamaguchi, Atsushi D.
    Yamaguchi, Junichiro
    Itami, Kenichiro
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (49) : 19660 - 19663
  • [48] Controllable C-H Alkylation of Polyethers via Iron Photocatalysis
    Zhang, Zongnan
    Li, Xinyang
    Zhou, Dezhong
    Ding, Shujiang
    Wang, Minyan
    Zeng, Rong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (13) : 7612 - 7620
  • [49] Direct formation of propargyltin compounds via C-H activation
    Kavara, Ajdin
    Kampf, Jeff W.
    Holl, Mark M. Banaszak
    ORGANOMETALLICS, 2008, 27 (13) : 2896 - 2897
  • [50] Synthesis of dragmacidin D via direct c-h couplings
    Mandal, Debashis
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244