Ecocatalysis for 2H-chromenes synthesis: an integrated approach for phytomanagement of polluted ecosystems

被引:0
|
作者
Vincent Escande
Alicia Velati
Claude Grison
机构
[1] Laboratory of Bio-inspired Chemistry and Ecological Innovations FRE 3673 ChimEco CNRS-UM2,
关键词
Metal hyperaccumulating plants; Phytoextraction; Biopesticides; Chromenes; Ecocatalysis; Green chemistry;
D O I
暂无
中图分类号
学科分类号
摘要
A direct, general and efficient method to synthesize 2H-chromenes (2H-benzo[b]pyrans), identified as environmentally friendly pesticides, has been developed. This approach lays on the new concept of ecocatalysis, which involves the use of biomass from phytoextraction processes, as a valuable source of metallic elements for chemical synthesis. This methodology is similar or superior to known methods, affording 2H-chromenes with good to excellent yields (60–98 %), including the preparation of precocene I, a natural insect growth regulator, with 91 % yield. The approach is ideal for poor reactive substrates such as phenol or naphthol, classically transformed into 2H-chromenes by methodologies associated with environmental issues. These results illustrate the interest of combining phytoextraction and green synthesis of natural insecticides.
引用
收藏
页码:5677 / 5685
页数:8
相关论文
共 50 条
  • [41] Iron-Catalyzed Rearrangements and Cycloaddition Reactions of 2H-Chromenes
    Luan, Yi
    Sun, Huan
    Schaus, Scott E.
    ORGANIC LETTERS, 2011, 13 (24) : 6480 - 6483
  • [42] The Effect of Terminal Bromoalkoxy Substituents on the Photochromism of Functionalized 2H-Chromenes
    Chernikova, Ekaterina Y. Y.
    Perevozchikova, Polina S. S.
    Shepel, Nikolai E. E.
    Fedorova, Olga A. A.
    Fedorov, Yuri V. V.
    CHEMPHOTOCHEM, 2023, 7 (04)
  • [43] Iridium-Catalyzed Asymmetric Hydrogenation of 2H-Chromenes: A Highly Enantioselective Approach to Isoflavan Derivatives
    Xia, Jingzhao
    Nie, Yu
    Yang, Guoqiang
    Liu, Yangang
    Zhang, Wanbin
    ORGANIC LETTERS, 2017, 19 (18) : 4884 - 4887
  • [44] Construction of Diverse and Functionalized 2H-Chromenes by Organocatalytic Multicomponent Reactions
    Cai, Hongyun
    Xia, Likai
    Lee, Yong Rok
    Shim, Jae-Jin
    Kim, Sung Hong
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (23) : 5212 - 5220
  • [45] A simple and efficient one-pot synthesis of 2-alkyliaryl/pyridyl substituted 2H-chromenes
    Rao, Lenka Chandrasekhara
    Kumar, Nandigama Satish
    Babu, Nanubolu Jagadeesh
    Meshram, Harshadas Mitaram
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (09) : 7164 - 7171
  • [46] A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes
    Song, Liyan
    Huang, Fang
    Guo, Liwen
    Ouyang, Ming-An
    Tong, Rongbiao
    CHEMICAL COMMUNICATIONS, 2017, 53 (44) : 6021 - 6024
  • [47] An easy synthesis of diversely functionalized 2H-chromenes and amido amines by an enol-Ugi reaction
    Neo, Ana G.
    Castellano, Teresa G.
    Marcos, Carlos F.
    ARKIVOC, 2017, : 21 - 31
  • [48] Cascade Claisen and Meinwald Rearrangement for One-Pot Divergent Synthesis of Benzofurans and 2H-Chromenes
    Song, Liyan
    Su, Qian
    Lin, Xi
    Du, Zhihui
    Xu, Huiyou
    Ouyang, Ming-An
    Yao, Hongliang
    Tong, Rongbiao
    ORGANIC LETTERS, 2020, 22 (08) : 3004 - 3009
  • [49] Metal-Free Alkenylation of Salicylaldehydes with Boronic Acids: Synthesis of Skipped Dienes and 2H-Chromenes
    Harris, Dylan H.
    Barichello, Renata O.
    Bolshan, Yuri
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (37) : 6000 - 6003
  • [50] Synthesis of substituted 2H-Chromenes via Pd-catalyzed C-H activation and thermal cyclization
    Maikhuri, Vipin K.
    Verma, Vineet
    Mathur, Divya
    Prasad, Ashok K.
    Khatri, Vinod
    CARBOHYDRATE RESEARCH, 2024, 536