From Lossen Transposition to Solventless “Medicinal Mechanochemistry”

Porcheddu, A.
;
Delogu, F.;Colacino, E.
2019-01-01

Abstract

An environmentally friendly mechanochemical strategy for the preparation of unsymmetrical ureas and 3,5-disubstituted hydantoins by using safe starting materials in place of hazardous and toxic isocyanates has been designed. For the first time, the Lossen rearrangement was successfully applied to prepare a collection of relevant structures in medicinal chemistry via a one-pot mechanochemical approach and without a single drop of organic solvent including during the workup. The procedure was effective for the preparation of the Active Pharmaceutical Ingredient (API) ethotoin.
2019
Lossen rearrangement, 1,1-Carbonyldiimidazole, Hydantoins, Medicinal mechanochemistry, Active pharmaceutical ingredients
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