Unknown

Dataset Information

0

Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.

ABSTRACT: A catalytic method for the nucleophilic fluorination of propargylic electrophiles is described. Our protocol involves the use of a Cu(NHC) complex as the catalyst and is suitable for the preparation of secondary and tertiary propargylic fluorides without the formation of isomeric fluoroallenes. Preliminary mechanistic investigations suggest that fluorination proceeds via copper acetylides and that cationic species are involved.

SUBMITTER: Cheng LJ 

PROVIDER: S-EPMC4648036 | biostudies-literature | 2015 Nov

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.

Cheng Li-Jie LJ   Cordier Christopher J CJ  

Angewandte Chemie (International ed. in English) 20150925 46

A catalytic method for the nucleophilic fluorination of propargylic electrophiles is described. Our protocol involves the use of a Cu(NHC) complex as the catalyst and is suitable for the preparation of secondary and tertiary propargylic fluorides without the formation of isomeric fluoroallenes. Preliminary mechanistic investigations suggest that fluorination proceeds via copper acetylides and that cationic species are involved. ...[more]

Similar Datasets

Unknown Catalytic enantioconvergent coupling of secondary and tertiary electrophiles with olefins.
| S-EPMC6296363 | biostudies-literature
Unknown Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale.
| S-EPMC7065061 | biostudies-literature
Unknown N-Heterocyclic Carbene Analogues of Nucleophilic Phosphinidene Transition Metal Complexes.
| S-EPMC7756676 | biostudies-literature
Unknown Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride.
| S-EPMC7266656 | biostudies-literature
Unknown Enantioselective <i>N</i>-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.
| S-EPMC5627355 | biostudies-literature
Unknown Catalytic asymmetric ?-acylation of tertiary amines mediated by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis.
| S-EPMC3354013 | biostudies-literature
Unknown N-Heterocyclic carbene based catalytic platform for Hauser-Kraus annulations.
| S-EPMC8159274 | biostudies-literature
Unknown HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols.
| S-EPMC4676292 | biostudies-other
Unknown An Adaptable N-Heterocyclic Carbene Macrocycle Hosting Copper in Three Oxidation States.
| S-EPMC7154638 | biostudies-literature
Unknown Enantioconvergent Alkylations of Amines by Alkyl Electrophiles: Copper-Catalyzed Nucleophilic Substitutions of Racemic ?-Halolactams by Indoles.
| S-EPMC7055584 | biostudies-literature