Abstract
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.
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The authors would like to thank the Agence Nationale de la Recherche (ANR 11ECOT 011 01), Centre National de la Recherche Scientifique (CNRS), Agence de l’Environnement et de la Maîtrise de l’Energie (ADEME), and Fond Européen de Développement Régional (FEDER) program for their financial supports.
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Escande, V., Velati, A. & Grison, C. Ecocatalysis for 2H-chromenes synthesis: an integrated approach for phytomanagement of polluted ecosystems. Environ Sci Pollut Res 22, 5677–5685 (2015). https://doi.org/10.1007/s11356-014-3433-3
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DOI: https://doi.org/10.1007/s11356-014-3433-3