A Convenient Synthesis of CHF2O-Containing Pyrrolidines and Related Compounds — Prospective Building Blocks for Drug Discovery

Abstract

Fluorine-containing organic molecules, including CHF2O derivatives, are among the most sought-after in medicinal chemistry. In the current work, a mini-library of 21 compounds with a CHF2O motif incorporated with azetidine, pyrrolidine (proline), piperidine, 2-azabicyclo[2.2.1]heptane, and 8-azabicyclo[3.2.1]octane cores was synthesized. A multigram scale (10–30 g) procedure for synthesizing the title compounds from commercially available amino alcohols was studied.