Polarclean as a Sustainable Reaction Medium for the Waste Minimized Synthesis of Heterocyclic Compounds
Abstract
Herein we report the use of 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 the 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.
- Publication:
-
Frontiers in Chemistry
- Pub Date:
- December 2018
- DOI:
- 10.3389/fchem.2018.00659
- Bibcode:
- 2018FrCh....6..659V
- Keywords:
-
- Heterocycles;
- Green synthesis;
- Isoxazoles;
- Triazoles;
- C-H activation