A practical microwave method for the synthesis of fluoromethy 4-methylbenzenesulfonate in tert-amyl alcohol.

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ICR Authors

Authors

Brocklesby, KL
Waby, JS
Cawthorne, C
Smith, G

Document Type

Journal Article

Date

2018-04-25

Date Accepted

2018-03-15

Abstract

Fluorine substitution is an established tool in medicinal chemistry to favourably alter the molecular properties of a lead compound of interest. However, gaps still exist in the library of synthetic methods for accessing certain fluorine-substituted motifs. One such area is the fluoromethyl group, particularly when required in a fluoroalkylating capacity. The cold fluorination of methylene ditosylate is under evaluated in the literature, often proceeding with low yields or harsh conditions. This report describes a novel microwave method for the rapid nucleophilic fluorination of methylene ditosylate using inexpensive reagents in good isolated yield (65%).

Citation

Tetrahedron letters, 2018, 59 (17), pp. 1635 - 1637

Source Title

Publisher

PERGAMON-ELSEVIER SCIENCE LTD

ISSN

0040-4039

eISSN

Research Team

PET Radiochemistry

Notes