Moisture compatible and recyclable indium (III) chloride catalyzed and microwave assisted efficient route to substituted 1H-quinolin-2-ones

2010 ARKIVOC  
An efficient three component synthesis of highly functionalized 4-methyl-1H-quinolin-2-ones in one-pot from readily available coumarin, hydrazine and isatin catalyzed by a recyclable and moisture compatible InCl 3 under microwave irradiation has been developed. The synthesis involves a InCl 3 catalyzed dehydrative nucleophilic substitution on the lactone moiety of coumarin by the isatin hydrazone resulting in the formation of N-substituted lactams,
more » ... oxo-1,2-dihydroindol-3-ylidenamino)-1H-quinolin-2-ones. The coumarin based transformation into substituted 1H-quinolin-2-ones proceeded smoothly with quantitative yields at ambient temperature.
doi:10.3998/ark.5550190.0011.b19 fatcat:niym3b2mi5gkrpl7pddvy3gcbm