15798-77-3Relevant 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
Majumdar,Mondal, Shovan,Chattopadhyay, Buddhadeb
scheme or table, p. 2147 - 2157 (2010/08/20)
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
Clarke, Dino J,Robinson, Ross S
, p. 2831 - 2837 (2007/10/03)
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
Chimichi, Stefano,Boccalini, Marco,Cosimelli, Barbara,Viola, Giampietro,Vedaldi, Daniela,Dall'Acqua, Francesco
, p. 4859 - 4863 (2007/10/03)
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
Saidi, Mohammad R.,Bigdeli, Kamal
, p. 800 - 801 (2007/10/03)
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
Ishikawa, Tsutomu,Mizutani, Akiko,Miwa, Chizue,Oku, Yumie,Komano, Naoko,Takami, Atsuya,Watanabe, Toshiko
, p. 2261 - 2272 (2007/10/03)
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
Mali, Raghao S.,Pandhare, Nalini A.,Sindkhedkar, Milind D.
, p. 7109 - 7110 (2007/10/02)
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
Guiotto,Rodighiero,Pastorini,et al.
, p. 489 - 494 (2007/10/02)
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.
