Palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

被引:24
|
作者
Luo, Fang [1 ]
Pan, Changduo [2 ]
Cheng, Jiang [1 ]
Chen, Fan [1 ]
机构
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325000, Peoples R China
[2] Wenzhou Inst Ind & Sci, Wenzhou 325000, Peoples R China
关键词
OXIDATIVE ESTERIFICATION; CARBOXYLIC-ACIDS; AEROBIC OXIDATION; AROMATIC ESTERIFICATION; ATMOSPHERIC-PRESSURE; HIGHLY EFFICIENT; ALDEHYDES; ESTERS; CONVERSION; ARYL;
D O I
10.1016/j.tet.2011.06.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols to access aryl benzoate derivatives is described. The procedure tolerates a series of functional groups, such as methoxy, nitro, cyano, chloro, fluoro and bromo groups. Thus, it represents a practically alternative method to access aryl benzoate derivatives. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5878 / 5882
页数:5
相关论文
共 50 条
  • [1] Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols
    Zhang, Di
    Pan, Changduo
    CATALYSIS COMMUNICATIONS, 2012, 20 : 41 - 45
  • [2] Palladium/NHC-catalyzed oxidative esterification of aldehydes with phenols
    Zhang, Manli
    Zhang, Shouhui
    Zhang, Guoying
    Chen, Fan
    Cheng, Jiang
    TETRAHEDRON LETTERS, 2011, 52 (19) : 2480 - 2483
  • [3] Kinetic Resolution of Secondary Alcohols by NHC-Catalyzed Oxidative Esterification
    De Sarkar, Suman
    Biswas, Anup
    Song, Chie Hoon
    Studer, Armido
    SYNTHESIS-STUTTGART, 2011, (12): : 1974 - 1983
  • [4] Hydrosilane and bismuth-accelerated palladium catalyzed aerobic oxidative esterification of benzylic alcohols with air
    Bai, Xing-Feng
    Ye, Fei
    Zheng, Long-Sheng
    Lai, Guo-Qiao
    Xia, Chun-Gu
    Xu, Li-Wen
    CHEMICAL COMMUNICATIONS, 2012, 48 (68) : 8592 - 8594
  • [5] Efficient and selective palladium-catalyzed direct oxidative esterification of benzylic alcohols under aerobic conditions
    Hu, Yongke
    Li, Bindong
    TETRAHEDRON, 2017, 73 (52) : 7301 - 7307
  • [6] Palladium-catalyzed oxidation of primary and secondary allylic and benzylic alcohols
    Peterson, KP
    Larock, RC
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10): : 3185 - 3189
  • [7] NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives
    Kang, Ye-Won
    Jang, Hye-Young
    RSC ADVANCES, 2014, 4 (84): : 44486 - 44490
  • [8] Tandem oxidation of allylic and benzylic alcohols to esters catalyzed by N-heterocyclic carbenes
    Maki, Brooks E.
    Chan, Audrey
    Phillips, Eric M.
    Scheidt, Karl A.
    ORGANIC LETTERS, 2007, 9 (02) : 371 - 374
  • [9] Tandem oxidation of allylic and benzylic alcohols to esters catalyzed by N-heterocyclic carbenes
    Scheidt, Karl A.
    Maki, Brooks E.
    Chan, Audrey
    Phillips, Eric M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [10] Iron catalyzed oxidation of benzylic alcohols to benzoic acids
    Stanje, B.
    Traar, P.
    Schachner, J. A.
    Belaj, F.
    Moesch-Zanetti, N. C.
    DALTON TRANSACTIONS, 2018, 47 (18) : 6412 - 6420