Solvent-Free Efficient Synthesis of New 4-Thiazolidinones with a Fructose Scaffold through a Microwave-Assisted Cascade Multicomponent Reaction

ROMINA A. OCAMPO; FERNANDO J LORENZO; FABIÁN M SANTANA; ANTONIO C GALDAMEZ SILVA; FLAVIA C ZACCONI; DIEGO RODRIGUEZ; ROBERT BURROW; SANDRA D MANDOLES; NORMA B D?ACCORSO

Synthesis (Germany)

Georg Thieme Verlag

Año: 2023 vol. 56 p. 1429 - 1437

Using a chemoselective, sustainable and highly efficient method, new 4-thiazolidinones and 1,4-thiazepan-3-ones substituted by a glycosidic residue derived from D-fructose were synthesized. Microwave-assisted cascade multicomponent reaction (MCR) under solvent-free conditions gave very good yields and short reaction times followed by non-toxic purification method of one of the diastereoisomers by precipitation-centrifugation. The new purified compounds isolated diastereoisomers were evaluated as FXa inhibitors.