95280-73-2Relevant academic research and scientific papers
Synthesis of 3-arylisocoumarins by using acyl anion chemistry and synthesis of thunberginol A and cajanolactone A
Sudarshan, Kasireddy,Manna, Manash Kumar,Aidhen, Indrapal Singh
, p. 1797 - 1803 (2015/05/27)
A new strategy for the synthesis of 3-arylisocoumarins and 8-hydroxy-3-arylisocoumarins was investigated by using acyl anion chemistry for the initial C-C bond formation. The obtained keto esters and keto lactones as intermediates underwent based-promoted intramolecular cyclization to afford 3-arylisocoumarins in good yields. The developed methodology was applied for the synthesis of the important natural products thunberginol A and cajanolactone A.
Synthesis of 3-aryl- and 3-aryl-3,4-dihydroisocoumarins
Ahmad, Hafiz B.,Rama, Nasim H.,Hussain, Mazhar,Hussain, Muhammad T.,Qasim, Malik M.,Hameed, Shahid,Malana, Muhammad A.,Malik, Abdul
, p. 611 - 615 (2007/10/03)
The condensation of homophthalic acid 6 with the appropriate acid chlorides 7a-c yield the respective isocoumarins 8a-c, which are converted to keto-acids 9a-c by alkaline hydrolysis. The 3,4-dihydroisocoumarins 12a-c are obtained by reduction of the keto
Reactions of carbonyl compounds in basic solutions. Part 21. The mechanisms of the alkaline hydrolysis of substituted methyl 2-(2-oxopropyl)- and 2-(2-oxo-2-phenylethyl)-benzoates and 2-(2-acetylphenyl)- and 2-(2-benzoylphenyl)-acetates
Bowden, Keith,Byrne, Jane M.
, p. 2203 - 2206 (2007/10/03)
Rate coefficients have been measured for the alkaline hydrolysis of methyl 2-[2-oxo-2-(3- or 4-substituted phenyl)ethyl]benzoates, 2-[2-(3- or 4-substituted benzoyl)phenyl]acetates,2-(2-oxopropyl) and 2-(1,1-dimethyl-2- oxopropyl)benzoates, 2-(2-acetylphenyl)acetate and 2-(2-acetylphenyl)-2,2- dimethylacetates in 70% (v/v) dioxane-water at 30.0 °C. Those for the six parent esters were also measured at 45.0 and 60.0 °C and the enthalpies and entropies of activation have been evaluated. The relative rates of hydrolysis, activation parameters and substituent effects have been used to demonstrate neighbouring participation by the keto-carbonyl groups in the alkaline hydrolysis of the esters under study. For comparable systems, participation by six-membered ring intermediates appears somewhat less advantageous than five-membered.
