Alkali-promoted transition-metal-free oxidative condensation of biomass-derived furfural and alcohols

被引:3
|
作者
Zhu, Yanfang [1 ]
Wang, Yajun [2 ]
Xu, Xuran [2 ]
Lu, Guo-Ping [2 ]
机构
[1] Xijing Univ, Technol Inst Mat & Energy Sci TIMES, Sch Elect Informat, Xian Key Lab Adv Photoelect Mat & Energy Convers D, Xian, Peoples R China
[2] Nanjing Univ Sci & Technol, Sch Chem & Chem Engn, Nanjing 210094, Peoples R China
关键词
Furfural; Oxidative condensation; Biomass conversion; Transition-metal-free; Liquid transport fuel; Borrowing hydrogen; ALDOL CONDENSATION; CATALYST; CONVERSION; ETHANOL; TRANSFORMATION; ALKYLATION; CHEMICALS;
D O I
10.1016/j.tet.2024.133932
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative condensation of furfural (FUR) with alcohols is considered to be an effective approach for the preparation of liquid transport fuel precursors. In this work, the transition -metal -free oxidative condensation of FUR with alcohols has been introduced, which is achieved by NaOtBu-promoted hydrogen auto -transfer, aerobic dehydrogenation and aldol condensation under atmospheric atmosphere. C3-C10 primary alcohols can be reacted with FUR smoothly to afford C8-C15 condensation products with good to excellent yields at 60-70 C-degrees. Furthermore, the condensation of FUR and C4-C8 secondary alcohols are realized at 25-40 C-degrees to afford multiple condensation products owing to the multiple active sites of secondary alcohols.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] Transition-Metal-Free Oxidative Aliphatic C-H Azidation
    Zhang, Xiaofei
    Yang, Haodong
    Tang, Pingping
    ORGANIC LETTERS, 2015, 17 (23) : 5828 - 5831
  • [32] Metal-Catalyzed Hydrogenation of Biomass-Derived Furfural: Particle Size Effects and Regulation Strategies
    Yu, Zhihao
    Lu, Xuebin
    Wang, Xiaotong
    Xiong, Jian
    Li, Xiaoyun
    Zhang, Rui
    Ji, Na
    CHEMSUSCHEM, 2020, 13 (19) : 5185 - 5198
  • [33] Efficient Synthesis of Quinazolinones by Transition-Metal-Free Direct Aerobic Oxidative Cascade Annulation of Alcohols with o-Aminoarylnitriles
    Wang, Qi
    Lv, Miao
    Liu, Jianping
    Li, Yang
    Xu, Qing
    Zhang, Xu
    Cao, Hongen
    CHEMSUSCHEM, 2019, 12 (13) : 3043 - 3048
  • [34] Alkali-Mediated/Catalyzed Transition-Metal-Free Tandem Reaction Triggered by the Borrowing Hydrogen and Aerobic Dehydrogenation Processes of Alcohols
    Chang, Ai
    Zhou, Weihao
    Zhao, Sicong
    Song, Haowen
    Zhuang, Yi
    Lin, Yamei
    Huang, Shenlin
    Lu, Guo-Ping
    CHEMISTRYSELECT, 2024, 9 (40):
  • [35] Selective aldol condensation of biomass-derived levulinic acid and furfural in aqueous-phase over MgO and ZnO
    Liang, Guanfeng
    Wang, Aiqin
    Zhao, Xiaochen
    Lei, Nian
    Zhang, Tao
    GREEN CHEMISTRY, 2016, 18 (11) : 3430 - 3438
  • [36] Novelty of Claisen-Schmidt condensation of biomass-derived furfural with acetophenone over solid super base catalyst
    Yadav, Ganapati D.
    Yadav, Akhilesh R.
    RSC ADVANCES, 2014, 4 (109) : 63772 - 63778
  • [37] Efficient and selective transformation of biomass-derived furfural with aliphatic alcohols catalyzed by a binary Cu-Ce oxide
    Tong, Xinli
    Yu, Linhao
    Luo, Xuan
    Zhuang, Xuli
    Liao, Shengyun
    Xue, Song
    CATALYSIS TODAY, 2017, 298 : 175 - 180
  • [38] A Metal-Free Electrode: From Biomass-Derived Carbon to Hydrogen
    Ding, Yuxiao
    Greiner, Mark
    Schloegl, Robert
    Heumann, Saskia
    CHEMSUSCHEM, 2020, 13 (16) : 4064 - 4068
  • [39] Dialkyl Diazomalonates in Transition-Metal-Free, Thermally Promoted, Diastereoselective Wolff β-Lactam Synthesis
    Synofzik, Judith
    Bakulina, Olga
    Dar'in, Dmitry
    Kantin, Grigory
    Krasavin, Mikhail
    SYNLETT, 2020, 31 (13) : 1273 - 1276
  • [40] KOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines
    Ghosh, Tridev
    Jana, Snehasish
    Dash, Jyotirmayee
    ORGANIC LETTERS, 2019, 21 (17) : 6690 - 6694