6054-08-6Relevant 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
, p. 2147 - 2157 (2010)
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 pyrano[2,3-: F] chromen-2-ones vs. pyrano[3,2-g] chromen-2-ones through site controlled gold-catalyzed annulations
Arcadi, Antonio,Ciogli, Alessia,Fabrizi, Giancarlo,Fochetti, Andrea,Franzini, Roberta,Ghirga, Francesca,Goggiamani, Antonella,Iazzetti, Antonia
, p. 10065 - 10072 (2019)
Regioselective access to 10-substituted-2H,8H-pyrano[2,3-f]chromen-2-ones through the gold-catalyzed intramolecular hydroarylation of readily available 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one derivatives at their C-8 congested position was investigated by tuning the electronic and steric properties of the ligand on the gold complex. On the other hand, the combination of the JohnPhosAu(MeCN)SbF6 catalyzed intramolecular hydroarylation of 8-iodo-7-(prop-2-yn-1-yloxy)-2H-chromen-2-one derivatives followed by selective palladium/formate C-I reduction allows for the exclusive formation of 2H,8H-pyrano[3,2-g]chromen-2-one regioisomers. The development of these two protocols provides versatile synthetic tools required for exploring the biological activities of these new pyranocoumarin derivatives.
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.
