Escande Vincent, Velati Alicia, Grison Claude
Laboratory of Bio-inspired Chemistry and Ecological Innovations FRE 3673 ChimEco CNRS-UM2, Stratoz, Cap Alpha, Avenue de l'Europe, 34830, Clapiers, France.
Environ Sci Pollut Res Int. 2015 Apr;22(8):5677-85. doi: 10.1007/s11356-014-3433-3. Epub 2014 Aug 19.
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.
已开发出一种直接、通用且高效的合成2H-色烯(2H-苯并[b]吡喃)的方法,2H-色烯被认定为环境友好型农药。该方法基于生态催化的新概念,即利用植物提取过程中的生物质作为化学合成中金属元素的宝贵来源。这种方法与已知方法相似或更优,能以良好至优异的产率(60-98%)得到2H-色烯,包括制备早熟素I(一种天然昆虫生长调节剂),产率为91%。该方法对于像苯酚或萘酚这样的低活性底物非常理想,传统方法将它们转化为2H-色烯时会涉及环境问题。这些结果表明了将植物提取与天然杀虫剂的绿色合成相结合的意义。