Regioselective synthesis of α-bromo-α,β-unsaturated carbonyl compounds via photocatalytic α-bromination reactions

被引:13
|
作者
Wang, Dan
Zhao, Yating
Yang, Chao
Xia, Wujiong [1 ]
机构
[1] State Key Lab Urban Water Resource & Environm, Harbin 150080, Peoples R China
基金
中国国家自然科学基金;
关键词
visible light; alpha-bromination; alpha; beta-unsaturated ketones and aldehydes; operational simplicity; PHOTOREDOX CATALYSIS; LIGHT;
D O I
10.1007/s11426-015-5530-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A visible light-mediated approach for the preparation of alpha-bromo-alpha,beta-unsaturated ketones and aldehydes was developed. In comparison to traditional methods that generally take two steps to afford the above compounds, this protocol was highlighted by its operational simplicity, avoiding using hazardous bromine and mild reaction conditions.
引用
收藏
页码:190 / 194
页数:5
相关论文
共 50 条
  • [21] Reactions of diazoalkanes with unsaturated compounds 15. Catalytic reactions of unsaturated carbonyl compounds and their derivatives with diazomethane
    M. D. Khanova
    R. M. Sultanova
    S. S. Zlotskii
    V. A. Dokichev
    Yu. V. Tomilov
    Russian Chemical Bulletin, 2005, 54 : 1003 - 1007
  • [22] Synthesis, properties, and structural characterization of bromo- and iodotetracarboxylatodiruthenium(II,III) compounds
    Barral, MC
    González-Prieto, R
    Jiménez-Aparicio, R
    Priego, JL
    Torres, MR
    Urbanos, FA
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (22) : 4491 - 4501
  • [23] Regioselective synthesis of substituted cyclohexa-1,3-dienes via the base-mediated cyclisation of α,β-unsaturated carbonyl compounds and γ-phosphonylcrotonates
    Joshi, Prabhakar R.
    Chandra, Rajesh
    Menon, Rajeev S.
    TETRAHEDRON LETTERS, 2020, 61 (39)
  • [24] Copper catalyzed asymmetric conjugate addition-bromination of α,β-unsaturated ketones:: a highly efficient one-pot reaction for the synthesis of chiral α-bromo-β-alkylketones
    Li, KY
    Alexakis, A
    TETRAHEDRON LETTERS, 2005, 46 (35) : 5823 - 5826
  • [25] Phosphine-Catalyzed Reactions with Unsaturated Carbonyl Compounds
    Nallapati, Suresh Babu
    Chuang, Shih-Ching
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (09) : 1743 - 1757
  • [26] Synthesis of α-bromo-β-lactam via a novel catalytic Hunsdiecker like protocol
    Naskar, D
    Roy, S
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (17): : 2435 - 2436
  • [27] Stereoselective synthesis of ambiphilic alkenes via regioselective methylation of α-trifluoromethanesulfonyl carbonyl compounds with trimethylsilyldiazomethane
    Kong, Han Il
    Crichton, Jennifer E.
    Manthorpe, Jeffrey M.
    TETRAHEDRON LETTERS, 2011, 52 (29) : 3714 - 3717
  • [28] Direct Dehydrogenation for the Synthesis of α,β-Unsaturated Carbonyl Compounds
    Chen, Hong
    Liu, Long
    Huang, Tianzeng
    Chen, Jing
    Chen, Tieqiao
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (16) : 3332 - 3346
  • [29] METHOD FOR SYNTHESIS OF UNSATURATED CARBONYL-COMPOUNDS
    KSANDER, GM
    MCMURRY, JE
    JOHNSON, M
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (07): : 1180 - 1185
  • [30] CONTRIBUTION TO BROMINATION OF CONJUGATE UNSATURATED-KETONES - SYNTHESIS OF ALPHA BETA-UNSATURATED BROMO KETONES
    CALO, V
    LOPEZ, L
    PESCE, G
    TODESCO, PE
    TETRAHEDRON, 1973, 29 (11) : 1625 - 1628