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.
CITATION STYLE
Ferlin, F., Luciani, L., Viteritti, O., Brunori, F., Piermatti, O., Santoro, S., & Vaccaro, L. (2019). Polarclean as a sustainable reaction medium for the waste minimized synthesis of heterocyclic compounds. Frontiers in Chemistry, 7(JAN). https://doi.org/10.3389/fchem.2018.00659
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