2024/03/18 by Bohdan A. Chalyk, Oleksandr Zginnyk, Andrii Khutorianskyi +1 · 1 voice
Chemistry · Pharmacology, Toxicology and Pharmaceutics · #Cyclopropane Reaction Mechanisms #Fluorine in Organic Chemistry
paper · pdf · doi:10.1021/acs.orglett.4c00431
openalex publication_date 2024/03/18 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28
High Resolution Image Download MS PowerPoint Slide Electron-rich, electron-deficient, and non-activated alkenes can be rapidly functionalized by in situ -generated difluoromethyl nitrile oxide. The (3+2) cycloaddition proceeds at room temperature, has broad functional group tolerance, and can be used for the late-stage modification of bioactive molecules (finasteride and carbamazepine). The obtained CF 2 H-isoxazolines can be easily transformed into CF 2 H-containing building blocks for medicinal chemistry: amines, amino acids, amino alcohols, and spirocyclic scaffolds.