14002-94-9Relevant academic research and scientific papers
Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: One-pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones
Fillion, Eric,Dumas, Aaron M.,Kuropatwa, Bryan A.,Malhotra, Neil R.,Sitler, Tamsyn C.
, p. 409 - 412 (2007/10/03)
The Yb(OTf)3-catalyzed annulation reactions of phenols with 5-alkylidene Meldrum's acids enabled the synthesis of structurally diverse heterocycles in high isolated yields. A series of 4-substituted 3,4-dihydrocoumarins, 2,2-disubstituted 4-chromanones, coumarins, and 2-substituted chromones were readily and efficiently assembled, including the naturally occurring coumarins citropten, scoparone, and ayapin. Addition of phenols to biselectrophilic 5-alkylidene Meldrum's acids proceeded through two distinct multibond-forming modes: Friedel-Crafts C-alkylation/(O-acylation and Friedel-Crafts C-acylation/O-alkylation. The regioselectivity of the catalytic annulation reaction was controlled by the degree of substitution on the alkylidene moiety.
Design, synthesis, and 3D QSAR of novel potent and selective aromatase inhibitors
Leonetti, Francesco,Favia, Angelo,Rao, Angela,Aliano, Rosaria,Paluszcak, Anja,Hartmann, Rolf W.,Carotti, Angelo
, p. 6792 - 6803 (2007/10/03)
The design, synthesis, and biological evaluation of a series of new aromatase inhibitors bearing an imidazole or triazole ring linked to a fluorene (A), indenodiazine (B), or coumarin scaffold (C) are reported. Properly substituted coumarin derivatives di
A new protocol for O-methylation of phenolic compounds with trimethyl phosphite or trimethyl phosphate under solvent-free condition and microwave irradiation
Saidi, Mohammad R.,Rajabi, Fatemeh
, p. 2343 - 2348 (2007/10/03)
A simple method for the preparation of industrially important alkyl aryl ethers is reported. Several phenolic compounds such as phenols, naphthols, and hydroxy coumarins were O-methylated with trimethyl phosphite or trimethyl phosphate under microwave irradiation and solvent-free condition in almost quantitative yields. Reaction of 2-naphthol with trimethyl phosphate gave mixture of 2-methoxynaphthalene and 1-methyl-2-methoxynaphthalene while the reaction with trimethyl phosphite gave mostly 2-methoxynaphthalene. This method is highly efficient for the methylating of phenolic compounds with very easy experimental procedure and environmental friendly conditions.
