Synthesis of Heterobenzylic Fluorides

Peer reviewed: 
Yes, item is peer reviewed.
Scholarly level: 
Faculty/Staff
Final version published as: 

Meanwell, M.; Britton, R. Synthesis of Heterobenzylic Fluorides. Synthesis. In Press. 2018.

Date created: 
2018-01-17
Keywords: 
Heterocycles
Fluorination
Medicinal chemistry
C-H functionalization
Heterobenzylic fluoride
Abstract: 

Fluorination at heterobenzylic positions can have a significant impact on basicity, lipophilicity, and metabolism of drug leads. As a consequence, the development of new methods to access heterobenzylic fluorides has particular relevance to medicinal chemistry. This Short Review provides a survey of common methods used to synthesize heterobenzylic fluorides and includes fluoride displacement reactions of previously functionalized molecules (e.g., deoxyfluorination and halide exchange) and electrophilic fluorination of resonance stabilized heterobenzylic anions. In addition, recent advances in the direct fluorination of heterobenzylic C(sp3)-H bonds and monofluoromethylation of heterocyclic C(sp2)-H bonds are presented.

Description: 

The full text of this paper will be availabe in February 2019 in accordance with the embargo periods of the journal Synthesis.

If you require access to the full text please contact summit@sfu.ca

Language: 
English
Document type: 
Article
Rights: 
Rights remain with the authors.
Statistics: