0000000000471001

AUTHOR

Antonia Di Mola

showing 2 related works from this author

Scalable (Enantioselective) Syntheses of Novel 3-Methylated Analogs of Pazinaclone, (S)-PD172938 and Related Biologically Relevant Isoindolinones

2022

Herein, we report the application of an efficient and practical K2CO3 promoted cascade reaction of 2-acetylbenzonitrile in the synthesis of novel 3-methylated analogs of Pazinaclone and PD172938, belonging to isoindolinones heterocyclic class bearing a tetrasubstituted stereocenter. Organocatalytic asymmetric synthesis of the key intermediate and its transformation into highly enantioenriched 3-methylated analog of (S)-PD172938 was also developed. These achievements can be of particular interest also for medicinal chemistry, since the methyl group is a very useful structural modification in the rational design of new and more effective bioactive compounds.

heterocyclesisoindolinonesChemistry (miscellaneous)asymmetric synthesisOrganic ChemistryDrug Discoveryheterocycles; asymmetric synthesis; isoindolinonesMolecular MedicinePharmaceutical SciencePhysical and Theoretical ChemistryAnalytical ChemistryMolecules
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Dimethyl 2-(1-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)malonate

2020

In this work we report a facile access to a 3,3-disubstituted isobenzofuranone by tandem addition/cyclization reaction to methyl 2-acetylbenzoate in the presence of dimethyl malonate, under basic conditions.

isobenzofuranoneTandem010405 organic chemistryOrganic Chemistrycascade reactions010402 general chemistry01 natural sciencesBiochemistryDimethyl malonateMedicinal chemistryquaternary carbonlcsh:QD146-1970104 chemical sciencesPhthalidechemistry.chemical_compoundMalonatechemistrylcsh:Inorganic chemistryphthalidePhysical and Theoretical ChemistryQuaternary carbon
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