Journal
CHEMISTRYSELECT
Volume 3, Issue 36, Pages 10236-10243Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201802351
Keywords
Catalysis; Microwaves; Rearrangement; Selectivity; Solvent-Free
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Here we report an efficient solvent-free pinacolic-pinacolone rearrangement using supported acids. Given a standard procedure (5 minutes microwave heating at 180 degrees C), changing the acid catalyst allow to reverse the selectivity of the reaction. The optimized conditions represent an efficient means by which pinacol-pinacolone rearrangement can be carried out while avoiding the use of strong homogeneous Bronsted acids and extended reaction times. This neat reaction gave the products in high yield, purity and ease of recovery. Moreover, the catalyst can be reused on 10 runs without any loss of activity nor selectivity. As a consequence, that protocol can be referred as a green and efficient process for pinacol-pinacolone rearrangement.
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