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
  • [21] CHROMENES AND CHROMANONES .1. THE BIRCH REDUCTION OF COUMARINS AND 2H-CHROMENES
    ANIOL, M
    LUSIAK, P
    WAWRZENCZYK, C
    HETEROCYCLES, 1994, 38 (05) : 991 - 1000
  • [22] SYNTHESIS AND REACTIVITY OF SOME 4-BROMO- 2H-CHROMENES AND 2H-THIOCHROMENES
    GABBUTT, CD
    HARTLEY, DJ
    HEPWORTH, JD
    HERON, BM
    KANJIA, M
    RAHMAN, MM
    TETRAHEDRON, 1994, 50 (08) : 2507 - 2522
  • [23] Hypervalent iodine promoted transformation of 4H-chromenes into dihydrofurans and 2H-chromenes
    Kale, Ashok
    Medishetti, Nagaraju
    Nanubolu, Jagadeesh Babu
    Atmakur, Krishnaiah
    SYNTHETIC COMMUNICATIONS, 2020, 50 (21) : 3264 - 3275
  • [24] An efficient regioselective reaction of indole with 2H-chromenes for the synthesis of new 4H-chromenes in environmentally benign media
    Rao, L. Chandrasekhara
    Kumar, N. Satish
    Babu, N. Jagadeesh
    Meshram, H. M.
    TETRAHEDRON LETTERS, 2014, 55 (38) : 5342 - 5346
  • [25] Synthesis of substituted 2H-chromenes by a three-component reaction as potential antioxidants
    Subbareddy, Chitreddy V.
    Subashini, Radhakrishnan
    Sumathi, Shanmugam
    MOLECULAR DIVERSITY, 2017, 21 (04) : 841 - 848
  • [26] THERMOCYCLODEHYDRATION OF SALICYL ALCOHOLS - SIMPLE SYNTHESIS OF 4-SUBSTITUTED 2H-CHROMENES
    HUG, R
    HANSEN, HJ
    SCHMID, H
    HELVETICA CHIMICA ACTA, 1972, 55 (05) : 1675 - &
  • [27] Asymmetric Synthesis of Chiral Chromanes by Copper-Catalyzed Hydroamination of 2H-Chromenes
    Yang, Qingjing
    Li, Sifeng
    Wang, Jun
    CHEMCATCHEM, 2020, 12 (12) : 3202 - 3206
  • [28] Synthesis and reactivity of photochromic 2H-chromenes based on 3-carboxylated coumarins
    Cerqueira, NMFSA
    Rodrigues, LM
    Oliveira-Campos, AMF
    de Carvalho, LHM
    Coelho, PJ
    Dubest, R
    Aubard, J
    Samat, A
    Guglielmetti, R
    HELVETICA CHIMICA ACTA, 2003, 86 (09) : 3244 - 3253
  • [29] Synthesis of substituted 2H-chromenes by a three-component reaction as potential antioxidants
    Chitreddy V. Subbareddy
    Radhakrishnan Subashini
    Shanmugam Sumathi
    Molecular Diversity, 2017, 21 : 841 - 848
  • [30] REACTIONS OF SOME 2H-CHROMENES AND 2H-THIOCHROMENES WITH TRIAZOLINEDIONES
    GABBUTT, CD
    HEPWORTH, JD
    HERON, BM
    TETRAHEDRON, 1995, 51 (48) : 13277 - 13290