15798-77-3

Upstream product

• 860183-68-2 8-(iodomethyl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one 
• 169135-31-3 4-(2-Chloro-allyloxy)-2-hydroxy-benzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 67268-42-2 7-(propynyloxy)-2H-chromen-2-one 
• 64-17-5 ethanol 
• 462094-54-8 2-[(2-oxo-2H-chromen-7-yl)oxy]propanal 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 55136-72-6 7-hydroxy-8-allylcoumarin 
• 377048-15-2 7-hydroxy-8-(2-methyl-2-propenyl)-2H-chromen-2-one 
• 314262-25-4 7-[(2-methyl-2-propenyl)oxy]-2H-chromen-2-one 
• 78560-55-1 7-acetoxy-8-(2',3'-dibromopropyl)coumarin 
• 444109-47-1 7-hydroxy-8-(2-oxopropyl)-2H-chromen-2-one 

Relevant academic research and scientific papers

Efficient and short route for the regioselective synthesis of highly substituted, angularly fused furano-, pyrano-, and pyrrolocoumarin/quinolone derivatives by metal-mediated cyclization

A one-step efficacious method for the construction of a variety of substituted furano-, pyrano-, and pyrrolocoumarins and pyrroloquinolones in good to excellent yields has been developed. Copyright Taylor & Francis Group, LLC.

Synthesis of thio- and oxo-analogues of isopsoralen

A range of novel 5′-substituted 7-oxo and 7-thioisopsoralens were synthesized via a Claisen rearranged allyl aryl ether followed by reductive ozonolysis in the presence of a suitable solvent. In some cases dimethylthiocarbamoyl chloride was used as a protecting group and to introduce the thiol moiety.

A convenient synthesis of psoralens

An efficient synthesis (yields >70%) of linear 7H-furo[3,2-g]chromen-7-one derivatives (psoralens or furocoumarins) has been carried out starting from ring-substituted 2-(coumarin-7-yl)oxyaldehydes; moreover, the phototoxicity of these compounds has been tested on a cultured cell line of murine fibroblast.

Microwave Promoted and Improved Thermal Synthesis of Pyranocoumarins and Furocoumarins

Propargyl ethers of 7-hydroxy-, 4-hydroxy-, and 4-methyl-7-hydroxycoumarins have been efficiently rearranged to pyranocoumarins and furocoumarins under microwave irradiation; improved thermal rearrangement of these ethers was also reported.

Cesium fluoride-mediated claisen rearrangements of phenyl propargyl ethers: Substituent effects of an orthoalkoxy group on the benzene ring or modified propargyl residues

The expected 7-alkoxy-2-methylbenzo[b]furans were effectively given in the CsF-mediated Claisen rearrangement of phenyl propargyl ethers with an o-alkoxy substituent on the benzene ring. On the other hand CsF did not affect the production of the corresponding benzo[b]furans when ethers, carrying a propargyl residue modified by either 1,1-dimethyl or 3-ethoxycarbonyl functions, were used as substrates in the rearrangement.

Convenient Two-step Syntheses of Seselin and Angelicin Derivatives

Convenient two-step approaches are described for the syntheses of seselin (3a), seselin and angelicin derivatives (3b-d and 5a-d) from 2,4-dihydrobenzaldehyde (1a) and 2,4-dihydroxyacetophenone (1b) using tandem Claisen rearrangement and Wittig reaction.

Synthesis of some photosensitizing methylangelicins, as monofunctional reagents for DNA

angelicins methylated angelicans were synthesized for obtaining monofunctional reagents for DNA; these compounds may present some interest with regard to the development of useful drugs in photochemotheapy. The new derivatives photobind covalently to DNA, however, they are unable to produce inter-strand, cross-linkages in the macromolecule. Thephotobiological activity was tested on phage T2 and was higher for the methylated derivatives than for angelicin.