Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water

被引:19
|
作者
Zhang, Jin [1 ]
Du, Jihong [1 ]
Zhang, Chenyang [1 ]
Liu, Kun [1 ]
Yu, Feifei [1 ]
Yuan, Yongkun [2 ]
Duan, Baogen [2 ]
Liu, Renhua [1 ,3 ]
机构
[1] East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
[2] Suzhou Yacoo Sci Co Ltd, Suzhou 215125, Jiangsu, Peoples R China
[3] Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
关键词
EXCHANGE-REACTION; METHYLARENES;
D O I
10.1021/acs.orglett.1c04154
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes with water as the only oxygen donor is reported. This C-H bond oxidation functionalization does not require other oxidants and hydrogen acceptors, and H-2 is the only byproduct. The oxygen atom introduced into the products is confirmed to be from water by the MS analysis on the product of the O-18-labeled water reaction.
引用
收藏
页码:1152 / 1157
页数:6
相关论文
共 50 条
  • [1] Oxidation of Tertiary Aromatic Alcohols to Ketones in Water
    Chen, Dengfeng
    Zhang, Yuchen
    Pan, Xingyu
    Wang, Fei
    Huang, Shenlin
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (18) : 3607 - 3612
  • [2] Selective oxidation of alkylarenes to aromatic acids/ketone in water by using reusable binaphthyl stabilized Pt nanoparticles (Pt-BNP) as catalyst
    Saha, Rajib
    Sekar, Govindasamy
    APPLIED CATALYSIS B-ENVIRONMENTAL, 2019, 250 : 325 - 336
  • [3] Copper-triethanolamine complex as efficient and active catalyst for selective oxidation of alkylarenes to phenyl ketones by tert-butylhydroperoxide
    Zhu, Mingxia
    Wei, Xin
    Li, Bodong
    Yuan, Youzhu
    TETRAHEDRON LETTERS, 2007, 48 (52) : 9108 - 9111
  • [4] TiCl4-mediated deoxygenative reduction of aromatic ketones to alkylarenes with ammonia borane
    Zang, Yongjun
    Ma, Yunfeng
    Xu, Qilin
    Li, Guosi
    Chen, Naidong
    Li, Xing
    Zhu, Fucheng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (05) : 932 - 939
  • [5] Self-Photocatalyzed Oxidation of Alkylarenes to Carbonyls with Water
    Wang, Chang-Cheng
    Li, Guangyao
    Lv, Wenna
    Yang, Bin
    Chen, Jinchun
    Li, Jiazhu
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2024, 12 (28): : 10647 - 10652
  • [6] Oxidation of cyclohexane photoinduced by aromatic ketones
    Balasheva, I.Y.
    Shevchuk, I.P.
    Ukrainskij Khimicheskij Zhurnal, 2002, 68 (5-6): : 118 - 119
  • [7] V(V) OXIDATION OF AROMATIC KETONES
    MISRA, GC
    SINHA, BK
    BEHERA, GB
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1975, 52 (11) : 1053 - 1055
  • [8] Cr-MCM-41-catalyzed selective oxidation of alkylarenes with TBHP
    Das, TK
    Chaudhari, K
    Nandanan, E
    Chandwadkar, AJ
    Sudalai, A
    Ravindranathan, T
    Sivasanker, S
    TETRAHEDRON LETTERS, 1997, 38 (20) : 3631 - 3634
  • [9] Oxidation of alkylarenes by modified graphite
    Behrouzi, Leila
    Bagheri, Robabeh
    Song, Zhenlun
    Kazemi, Foad
    Kaboudin, Babak
    Najafpour, Mohammad Mandi
    MATERIALS RESEARCH EXPRESS, 2019, 6 (12)
  • [10] Selective Peroxygenase-Catalysed Oxidation of Toluene Derivates to Benzaldehydes
    Wang, Yutong
    Teetz, Niklas
    Holtmann, Dirk
    Alcalde, Miguel
    van Hengst, Jacob M. A.
    Liu, Xiaoxiao
    Wang, Mengfan
    Qi, Wei
    Zhang, Wuyuan
    Hollmann, Frank
    CHEMCATCHEM, 2023, 15 (13)