19972-88-4

Usage

InChI:InChI=1/C14H13NO3/c16-13-8-4-7-12(9-13)15-14(17)18-10-11-5-2-1-3-6-11/h1-9,16H,10H2,(H,15,17)

Upstream product

• 147985-36-2 m-tetrahydropyran-2-yloxyaminobenzene 
• 28659-20-3 3-(2-tetrahydropyranyloxy)nitrobenzene 
• 554-84-7 meta-nitrophenol 
• 515163-28-7 m-tetrahydropyran-2-yloxy-N-(benzyloxycarbonyl)aminobenzene 
• 501-53-1 benzyl chloroformate 
• 591-27-5 m-Hydroxyaniline 

Downstream Products

• 515163-33-4 2-allyl-5-N-(benzyloxycarbonyl)aminophenol 
• 515163-32-3 2-allyl-3-N-(benzyloxycarbonyl)aminophenol 
• 515163-29-8 allyl 3-N-(benzyloxycarbonyl)aminophenyl ether 

Relevant academic research and scientific papers

PIFA-Promoted, Solvent-Controlled Selective Functionalization of C(sp2)-H or C(sp3)-H: Nitration via C-N Bond Cleavage of CH3NO2, Cyanation, or Oxygenation in Water

A novel nitration (via C(sp3)-N breaking/C(sp2)-N formation with CH3NO2) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA) is described. The NO2 transfer from CH3NO2 to the aromatic group of the substrate is possible with careful selection of the solvent, NaX, and oxidant. In addition, the solvent-controlled C(sp2)-H functionalization can shift to an α-C(sp3)-H functionalization (cyanation or oxygenation) of the α-C(sp3)-H of cyclic amines.

Promising fungicides from allelochemicals: Synthesis of umbelliferone derivatives and their structure–activity relationships

Umbelliferone was discovered to be an important allelochemical in our previous study, but the contribution of its activity and structure has not yet been revealed. In this study, a series of analogues were synthesized to determine the skeleton of umbelliferone and examine its fungicidal activity. Furthermore, targeted modifications were conducted with three plant parasitic fungi to examine the lead compounds. Among those tested, compounds 2f and 10 were found to show excellent antifungal activity with an inhibitory rate over 80% at 100 ug/mL. The study proves that umbelliferone can be a promising skeleton for fungicides discovery. In addition, the primary structure–activity relationship provides a good guidance for the discovery of novel fungicides based on natural products in the future.

A macrocyclic coumarin-containing tripeptide via CuAAC chemistry

A Cu-catalysed macrocyclisation was performed to obtain a macrocyclic coumarin-containing tripeptide for use in thrombin activity measurements.

A facile synthesis of benzofuran derivatives: A useful synthon for preparation of trypsin inhibitor

Mono-substituted 2-methylbenzo[b]furans were prepared by Claisen rearrangement of corresponding allyl phenyl ethers and subsequent bis(benzonitrile)palladium(II) chloride-mediated cyclization of o-allylphenols.

Synthesis and Chemistry of 7-Amino-4-(trifluoromethyl)coumarin and Its Amino Acid and Peptide Derivatives

The synthesis and purification of 7-amino-4-(trifluoromethyl)coumarin, a novel fluorescent marker for the sensitive detection of proteinases, were investigated.Two byproducts, 7-hydroxy-4-(trifluoromethyl-2-quinolone and 2-ethoxy-7-hydroxy-4-(trifluoromethyl)quinoline, were isolated and identified. 7-Methoxy-4-(trifluoromethyl)-2-quinolone was also prepared.Amino acid and peptide derivatives prepared by solution methods using the stepwise approach included 7-(L-leucinamido)-, 7-(D-alanyl-L-leucyl-L-lysinamido)-, 7-(D-valyl-L-leucyl-L-lysinamido)-, and 7-(Nα-Z-glycylglycyl-L-argininamido)-4-(trifluoromethyl)coumarins