288399-90-6

Usage

Chemical compound

6-FLUORO-4-METHYLCOUMARIN-3-CARBONITRIL

Family

Coumarin

Functional groups

Fluorine atom, methyl group, carbonitrile

Uses

starting material for synthesis of pharmaceuticals, agrochemicals, fine chemicals

Biological activities

anticancer, anti-inflammatory, antimicrobial

Applications

drug discovery, development, materials science, fluorescent probe in analytical chemistry

InChI:InChI=1/C11H6FNO2/c1-6-8-4-7(12)2-3-10(8)15-11(14)9(6)5-13/h2-4H,1H3

Upstream product

• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 372-09-8 cyanoacetic acid 
• 105-56-6 ethyl 2-cyanoacetate 

Relevant academic research and scientific papers

Iridium-catalyzed direct asymmetric vinylogous allylic alkylation

The catalytic asymmetric vinylogous allylic alkylation of α,β-unsaturated lactones (including coumarins) was achieved with excellent regio- and enantioselectivity. Transformations of the product were carried out by means of the versatile terminal olefin and lactone moieties. The synthetic application of the present methodology was showcased by the asymmetric synthesis of an advanced synthetic Merck intermediate toward a new drug candidate.

An efficient one-pot synthesis of coumarins mediated by propylphosphonic anhydride (T3P) via the Perkin condensation

An efficient one-pot synthesis of coumarins mediated by T3P, a mild and low toxic peptide coupling agent, via the Perkin condensation has been demonstrated.