Efficient and eco-compatible transition metal-free Oppenauer-type oxidation of alcohols

被引:20
|
作者
Ballester, Jorge [1 ]
Caminade, Anne-Marie [2 ,3 ]
Majoral, Jean-Pierre [2 ,3 ]
Taillefer, Marc [1 ]
Ouali, Armelle [2 ,3 ]
机构
[1] ENSCM, CNRS, UMR 5253, ICG,AM2N, F-34296 Montpellier 5, France
[2] CNRS, UPR 8241, Lab Chim Coordinat, F-31077 Toulouse 04, France
[3] Univ Toulouse, UPS, INPT, LCC, F-31077 Toulouse, France
关键词
Alcohol; Oxidation; Oppenauer; Sodium tert-butoxide; Ketone; Catalysis; MEERWEIN-PONNDORF-VERLEY; SECONDARY ALCOHOLS; TRANSFER HYDROGENATION; AEROBIC OXIDATION; REDUCTION; KETONES; DEHYDROGENATION; CATALYSTS; LIGAND;
D O I
10.1016/j.catcom.2013.12.030
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Catalytic amounts of cheap, non-toxic, easy-to-handle and non-sensitive sodium tert-butoxide are able to promote the dehydrogenative oxidation of a wide array of secondary alcohols using inexpensive benzophenone as the H-acceptor. The corresponding ketones, highly important intermediates and targets throughout life and material sciences, are very selectively obtained under mild conditions. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:58 / 62
页数:5
相关论文
共 50 条
  • [31] Metal-Free and Selective Oxidation of Benzylic Alcohols to Aromatic Aldehydes by Hexachloroacetone
    Sheikhi, Ehsan
    Adib, Mehdi
    Karajabad, Morteza Akherati
    Rezaei, Narjes
    CHEMISTRYSELECT, 2019, 4 (46): : 13455 - 13458
  • [32] Aerobic Oxidation of Alcohols by Using a Completely Metal-Free Catalytic System
    Prebil, Rok
    Stavber, Gaj
    Stavber, Stojan
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (02) : 395 - 402
  • [33] Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium
    Samanta, Supravat
    Pappula, Venkatanarayana
    Dinda, Milan
    Adimurthy, Subbarayappa
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (46) : 9453 - 9456
  • [34] TEMPO and Carboxylic Acid Functionalized Imidazolium Salts/Sodium Nitrite: An Efficient, Reusable, Transition Metal-Free Catalytic System for Aerobic Oxidation of Alcohols
    Miao, Cheng-Xia
    He, Liang-Nian
    Wang, Jin-Quan
    Wang, Jing-Lun
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (13) : 2209 - 2216
  • [35] Transition metal-free SNAr-type etherification with allyl alcohols: Synthesis of allyl pyridyl ethers
    Huo, Aiwen
    Wang, Xingzong
    Li, Xiang
    Zhang, Yan
    Guo, Yingjie
    Zhang, Liyan
    Wang, Fan
    Wang, Juhui
    Li, Feng
    He, Qing
    Liang, Hengjie
    Jin, Tengda
    Wang, Zhibin
    Yang, Jingyue
    SYNTHETIC COMMUNICATIONS, 2020, 50 (23) : 3669 - 3675
  • [36] Sulfuric Acid-Promoted Oxidation of Benzylic Alcohols to Aromatic Aldehydes in Dimethyl Sulfoxide: An Efficient Metal-Free Oxidation Approach
    Sheikhi, Ehsan
    Adib, Mehdi
    Karajabad, Morteza Akherati
    Gohari, Seyed Jamal Addin
    SYNLETT, 2018, 29 (07) : 974 - 978
  • [37] Transition metal-free and substrate-selective oxidation of alcohols using water as an only solvent in the presence of β-cyclodextrin
    Ji, HB
    Shi, DP
    Shao, M
    Li, Z
    Wang, LF
    TETRAHEDRON LETTERS, 2005, 46 (14) : 2517 - 2520
  • [38] Carbon dioxide-mediated metal-free oxidation of allylic alcohols to esters
    Wang, Xi
    Lim, Yu Na
    Lee, Chan
    Ji, Miran
    Kang, Eun Joo
    Jang, Hye-Young
    RSC ADVANCES, 2013, 3 (47): : 24922 - 24926
  • [39] A general and practical oxidation of alcohols to primary amides under metal-free conditions
    Wu, Xiao-Feng
    Sharif, Muhammad
    Feng, Jian-Bo
    Neumann, Helfried
    Pews-Davtyan, Anahit
    Langer, Peter
    Beller, Matthias
    GREEN CHEMISTRY, 2013, 15 (07) : 1956 - 1961
  • [40] Efficient method for the oxidation of aldehydes and diols with tert-butylhydroperoxide under transition metal-free conditions
    Shaikh, Tanveer Mahammadali
    Hong, Fung-E
    TETRAHEDRON, 2013, 69 (42) : 8929 - 8935