Ferlin Francesco, Luciani Lorenzo, Viteritti Orlando, Brunori Francesco, Piermatti Oriana, Santoro Stefano, Vaccaro Luigi
Laboratory of Green Synthetic Organic Chemistry, Dipartimento di Chimica, Biologia e Biotecnologie, Università di Perugia, Perugia, Italy.
Front Chem. 2019 Jan 29;6:659. doi: 10.3389/fchem.2018.00659. eCollection 2018.
Herein we report the use of Rhodiasolv Polarclean as a novel polar aprotic solvent for the synthesis of decorated heterocycles via dipolar cycloaddition (isooxazoles) or intramolecular C-H functionalization processes (benzo-fused chromenes). The use of Polarclean allowed to isolate the final products in good yields by simple solid filtration or liquid-liquid phase separation, avoiding the need for chromatographic purification. Moreover, since in the synthesis of benzo-fused chromenes, the metal catalyst is retained in Polarclean, the catalyst/reaction medium can be easily reused for consecutive reaction runs, without any apparent loss in efficiency. This methodology is associated with a limited waste production. These results extend the applicability of Polarclean as a promising reaction medium for the replacement of toxic petrol-based solvent.
在此,我们报道了使用罗地亚溶剂Polarclean作为一种新型极性非质子溶剂,通过偶极环加成反应(异恶唑)或分子内C-H官能化过程(苯并稠合色烯)来合成修饰的杂环化合物。使用Polarclean能够通过简单的固体过滤或液-液相分离以良好的产率分离出最终产物,无需进行色谱纯化。此外,由于在苯并稠合色烯的合成中,金属催化剂保留在Polarclean中,催化剂/反应介质可以很容易地重复用于连续的反应运行,而效率没有任何明显损失。这种方法产生的废物有限。这些结果扩展了Polarclean作为一种有前景的反应介质用于替代有毒的石油基溶剂的适用性。