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RESEARCH PRODUCT

Microwave-Assisted Synthesis of Polysubstituted 4-Quinolones from Deprotonated α-Aminonitriles

Alexandra RomekTill Opatz

subject

chemistry.chemical_compoundDeprotonationMicrowave chemistryChemistryOrganic Chemistry4-quinolonesMicrowave irradiationCarboxylatePhysical and Theoretical ChemistryAlkylationPhotochemistryChemical synthesisMicrowave

description

The α-alkylation of deprotonated N-aryl-α-aminonitriles with α-bromoesters furnishes intermediates that can be cyclized to 4-quinolones upon microwave irradiation. Alternatively, base-induced dehydrocyanation of the alkylation products furnishes enaminoesters, which can, for example, be converted into quinoline-3-carboxylates.

https://doi.org/10.1002/ejoc.201000858