Synthesis of 2,2-difluoro-1,3-diketone and 2,2-difluoro-1,3-ketoester derivatives using fluorine gas

Abstract
Solutions of 1,3-diketones and 1,3-ketoester derivatives react with fluorine to give the corresponding 2,2-difluoro-1,3-dicarbonyl derivatives in the presence of quinuclidine. Quinuclidine reacts with fluorine in situ to generate a fluoride ion that facilitates limiting enolization processes, and an electrophilic N–F fluorinating agent that is reactive towards neutral enol species.

Beilstein J. Org. Chem. 2024, 20, 460–469. doi:10.3762/bjoc.20.41

Source: Beilstein Journal of Organic Chemistry - February 28, 2024 Category: Chemistry Authors: Beilstein Journal of Organic Chemistry - Syndicated Feeds Tags: difluorination difluoromethylene direct fluorination electrophilic fluorination organofluorine Full Research Paper Source Type: research