Catalytic alkylation of benzylic C-H bonds with 1,3-dicarbonyl compounds utilizing oxygen as terminal oxidant

被引:40
|
作者
Correia, Camille A. [1 ]
Li, Chao-Jun [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
DEHYDROGENATIVE-COUPLING CDC; N-HYDROXYPHTHALIMIDE; MOLECULAR-OXYGEN; OXIDATIVE CYANATION; ALLYLIC ALKYLATION; TERTIARY-AMINES; EFFICIENT; BENZYLATION; ACTIVATION; ALCOHOLS;
D O I
10.1016/j.tetlet.2009.12.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative alkylation of benzylic C-H bonds with 1,3-dicarbonyl compounds was developed using oxygen as the terminal oxidant in the presence of catalytic amounts of FeCl2, CuCl and NHPL (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1172 / 1175
页数:4
相关论文
共 50 条
  • [31] Synthesis of 1,3-diazapyrenes by the reaction of 1 H-perimidines with 1,3-dicarbonyl compounds
    Aksenov, A. V.
    Aksenova, I. V.
    Lyakhovnenko, A. S.
    Lobach, D. A.
    RUSSIAN CHEMICAL BULLETIN, 2009, 58 (04) : 859 - 861
  • [32] Addition of 1,3-dicarbonyl compounds to terminal alkynes catalyzed by a cationic cobalt(iii) complex
    Sau, Mohan Chandra
    Bhattacharjee, Manish
    RSC ADVANCES, 2020, 10 (59) : 36014 - 36019
  • [33] Synthesis of 1,3-diazapyrenes by the reaction of 1 H-perimidines with 1,3-dicarbonyl compounds
    A. V. Aksenov
    I. V. Aksenova
    A. S. Lyakhovnenko
    D. A. Lobach
    Russian Chemical Bulletin, 2009, 58 : 859 - 861
  • [34] Catalyst-Controlled Divergent C-H Functionalization of Unsymmetrical 2-Aryl Cyclic 1,3-Dicarbonyl Compounds with Alkynes and Alkenes
    Dooley, Johnathon D.
    Chidipudi, Suresh Reddy
    Lam, Hon Wai
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (29) : 10829 - 10836
  • [35] Copper/Iodine-Cocatalyzed C-C Cleavage of 1,3-Dicarbonyl Compounds Toward 1,2-Dicarbonyl Compounds
    Chen, Li-Sha
    Zhang, Lu-Bing
    Tian, Yue
    Li, Jin-Heng
    Liu, Yong-Quan
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (34) : 5523 - 5526
  • [36] Fe(ii)-Catalyzed alkenylation of benzylic C-H bonds with diazo compounds
    Shi, Jiang-Ling
    Luo, Qinyu
    Yu, Weizhi
    Wang, Bo
    Shi, Zhang-Jie
    Wang, Jianbo
    CHEMICAL COMMUNICATIONS, 2019, 55 (28) : 4047 - 4050
  • [37] Ruthenium-Catalyzed Regioselective Reactions of Nitriles and 1,3-Dicarbonyl Compounds with Terminal Alkynes
    Murahashi, Shun-Ichi
    Naota, Takeshi
    Nakano, Yoshinori
    SYNLETT, 2009, (20) : 3355 - 3359
  • [38] Choline chloride based eutectic solvents: direct C-3 alkenylation/alkylation of indoles with 1,3-dicarbonyl compounds
    Sanap, Anita Kailas
    Shankarling, Ganapati Subray
    RSC ADVANCES, 2014, 4 (66): : 34938 - 34943
  • [39] Gold- and silver-catalyzed allylic alkylation of 1,3-dicarbonyl compounds with allylic alcohols
    Kothandaraman, Prasath
    Rao, Weidong
    Zhang, Xiaoxiang
    Chan, Philip Wai Hong
    TETRAHEDRON, 2009, 65 (09) : 1833 - 1838
  • [40] Sequential alkylation/transition metal catalysed annulation reactions of 1,3-dicarbonyl compounds with propargyl bromide
    Arcadi, A
    Cerichelli, G
    Chiarini, M
    Di Giuseppe, S
    Marinelli, F
    TETRAHEDRON LETTERS, 2000, 41 (47) : 9195 - 9198