Unknown

Dataset Information

0

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.

SUBMITTER: Hampton AS 

PROVIDER: S-EPMC10910478 | biostudies-literature | 2024

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

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

Hampton Alexander S AS   Hodgson David R W DRW   McDougald Graham G   Wang Linhua L   Sandford Graham G  

Beilstein journal of organic chemistry 20240228

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. ...[more]

Similar Datasets

Unknown 4,4'-Difluoro-2,2'-[imidazolidine-1,3-diylbis(methyl-ene)]diphenol.
| S-EPMC3470394 | biostudies-literature
Unknown 4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile.
| S-EPMC3254555 | biostudies-literature
Unknown 4,4'-Difluoro-2,2'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)]}diphenol.
| S-EPMC3120376 | biostudies-literature
Unknown Synthesis of Novel 1,4-Diketone Derivatives and Their Further Cyclization.
| S-EPMC10116510 | biostudies-literature
Unknown 1,3-Difluoro-benzene.
| S-EPMC2971077 | biostudies-literature
Unknown Unexpected Mechanism of Biodegradation and Defluorination of 2,2-Difluoro-1,3-Benzodioxole by Pseudomonas putida F1.
| S-EPMC8593668 | biostudies-literature
Unknown 2,2-Difluoro Derivatives of Fucose Can Inhibit Cell Surface Fucosylation without Causing Slow Transfer to Acceptors.
| S-EPMC11522930 | biostudies-literature
Unknown Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives.
| S-EPMC9814941 | biostudies-literature
Unknown (S)-6-{[(S)-2,2-Dimethyl-1,3-dioxolan-4-yl]meth-yl}-5,5-difluoro-5,6-dihydro-2H-pyran-2-one.
| S-EPMC2977082 | biostudies-literature
Unknown Synthesis and Evaluation of Fluorine-18-Labeled L-Rhamnose Derivatives.
| S-EPMC10180268 | biostudies-literature