Synthesis of 3-Hydroxy-4-arylquinolin-2-ones Including Viridicatol via a Darzens Condensation/Friedel-Crafts Alkylation Strategy.
Vakhid A MamedovVera L MamedovaSaniya F KadyrovaVenera R GalimullinaGul'naz Z KhikmatovaDmitry E KorshinAidar T GubaidullinDmitry B KrivolapovIl'dar Kh RizvanovOlga B BazanovaOleg G SinyashinShamil K LatypovPublished in: The Journal of organic chemistry (2018)
The new efficient synthesis of biologically important 3-hydroxy-4-arylquinolin-2-ones through the Darzens condensation (epoxidation) of dichloroacetanilides with aromatic aldehydes followed by one-pot dechlorative epoxide-arene cyclization is described. This methodology has been utilized for the synthesis of naturally occurring viridicatol, a fungal metabolite isolated from the penicillium species.
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