Fe(<sc>iii</sc>)-catalyzed p-selective C-H bond chalcogenation of phenols

被引：1
|
作者：
Paul, Biprajit [1 ]
Ghosh, Sayak [1 ]
Das, Surajit [1 ]
Chatterjee, Indranil [1 ]
机构：
[1] Indian Inst Technol Ropar, Dept Chem, Nangal Rd, Rupnagar 140001, Punjab, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 40期
关键词：
METAL; INHIBITOR; SULFIDES; ANALOGS; SE;
D O I：
10.1039/d4ob01382d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, eco-friendly, and scalable protocol has been introduced for the p-selective C-X (X = Se/S) bond formation of phenols employing earth-abundant, less-toxic Fe(iii)-catalysts and the green solvent ethanol without using any directing template, stabilizing ligands, oxidants, or additives. The key attraction lies in the impressive p-selectivity with moderate to good yields, wide functional group compatibility under mild aerobic reaction conditions, and the synthetic modification of the products towards value-added molecules.
引用
收藏
页码：8133 / 8137
页数：5
相关论文
共 50 条
  • [41] Scandium terminal imido complex induced C-H bond selenation and formation of an Sc-Se bond
    Lu, Erli
    Chu, Jiaxiang
    Chen, Yaofeng
    Borzov, Maxim V.
    Li, Guangyu
    CHEMICAL COMMUNICATIONS, 2011, 47 (02) : 743 - 745
  • [42] Cobalt(<sc>ii</sc>)-catalyzed peri-C(sp2)-H selective hydroxylation of naphthalene monoimides
    Chand, Tapasi
    Gupta, Princi
    Oza, Nehali
    Kapur, Manmohan
    CHEMICAL COMMUNICATIONS, 2024, 60 (13) : 1770 - 1773
  • [43] Rhodium(III)-Catalyzed Selective C-H Acetoxylation and Hydroxylation Reactions
    Wu, Yunxiang
    Zhou, Bing
    ORGANIC LETTERS, 2017, 19 (13) : 3532 - 3535
  • [44] Cp*Ir(III)-catalyzed isoquinolone synthesis via selective oxidative C-H bond activation of benzamides
    Roque, Joan E.
    Dale, Bridgette A.
    Ison, Elon A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [45] Sunlight Induced and Alternative Sc(OTf)3 Catalyzed Remote C-H Halogenation of Indoles
    Liu, Shanshan
    Zhou, Xianying
    Jiao, Lin-Yu
    Li, Chao
    Wang, Zheng
    CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (36)
  • [46] ALPHA-BOND METATHESIS FOR C-H BONDS OF HYDROCARBONS AND SC-H, SC-ALKYL, SC-ARYL BONDS OF PERMETHYLSCANDOCENE DERIVATIVES - EVIDENCE FOR NONINVOLVEMENT OF THE PI-SYSTEM IN ELECTROPHILIC ACTIVATION OF AROMATIC AND VINYLIC C-H BONDS
    THOMPSON, ME
    BAXTER, SM
    BULLS, AR
    BURGER, BJ
    NOLAN, MC
    SANTARSIERO, BD
    SCHAEFER, WP
    BERCAW, JE
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (01) : 203 - 219
  • [47] Towards tailoring hydrophobic interaction with uranyl(<sc>vi</sc>) oxygen for C-H activation
    Tsushima, Satoru
    Kretzschmar, Jerome
    Doi, Hideo
    Okuwaki, Koji
    Kaneko, Masashi
    Mochizuki, Yuji
    Takao, Koichiro
    CHEMICAL COMMUNICATIONS, 2024, 60 (36) : 4769 - 4772
  • [48] Selective activation of C-H bond into C=0 bond of phenols in para-position via aerobic oxidation
    Yang, Shilei
    Xu, Guoqiang
    Shi, Song
    Xin, Hongchuan
    Gao, Jin
    An, Zengjian
    CATALYSIS COMMUNICATIONS, 2019, 123 : 105 - 108
  • [49] Rh(III)-Catalyzed C-H Cyclization of 2-Arylbenzimidazoles with CF3-Imidoyl Sulfoxonium Ylides and Further Sc(III)-Catalyzed Deaminative Hydroxylation
    Liao, Juting
    Zhai, Ruirui
    Gao, Xiaoyang
    Wu, Hongliang
    Kong, Dulin
    Wang, Shuojin
    Chen, Xun
    ADVANCED SYNTHESIS & CATALYSIS, 2024,
  • [50] Rh(III)-catalyzed directed C-H bond amidation of ferrocenes with isocyanates
    Takebayashi, Satoshi
    Shizuno, Tsubasa
    Otani, Takashi
    Shibata, Takanori
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 1844 - 1848
12345