Journal
APPLIED ORGANOMETALLIC CHEMISTRY
Volume 34, Issue 7, Pages -Publisher
WILEY
DOI: 10.1002/aoc.5646
Keywords
1; 5-benzodiazepines; cross-coupling; one-pot synthesis; CuO@rGO nanoparticles; homo-coupling; ynones
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A greener and efficient method for the synthesis of ynones and 1,3-diynes using copper oxide nanoparticles (CuONPs) doped reduced graphene oxide (CuO@rGO) catalyst under palladium, ligand and solvent free conditions have been developed. The catalyst was subsequently utilized for the synthesis of biologically active 1,5-benzodiazepines in one pot via sequential addition of acyl chlorides, terminal alkynes and o-phenylenediamines. The methodology initially involves in situ formation of ynones which react with o-phenylenediamines in presence of ethanol to afford a wide variety of benzodiazepines. Mild reaction conditions, good to an excellent yield of the products, cheap and recyclable catalyst make this methodology environmentally benign and sustainable.
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