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Polyoxometalate-Driven Ease Conversion of Valuable Furfural to trans - N , N -4,5-Diaminocyclopenten-2-ones.

Marina A TzaniStella FountoulakiIoannis N Lykakis
Published in: The Journal of organic chemistry (2022)
We investigated the catalytic efficacy of silicotungstic acid (H 4 SiW 12 O 40 ) polyoxometalate (POM) toward the reaction between furfural and amines that selectively yields trans - N , N -4,5-substituted-diaminocyclopenten-2-ones ( trans -DACPs). H 4 SiW 12 O 40 facilitates the synthesis of a library of trans -DACPs with loadings as low as 0.05 mol %, in open air, without additives, in short times and good to high isolated yields. The protocol was applied to secondary amines as well as to aromatic primary amines with p K b higher than ca. 9. The present catalytic synthetic protocol has an extended substrate scope with high yields and represents, to the best of our knowledge, the first polyoxometalate-driven paradigm as an efficient method to produce cyclopentanone frameworks under mild reaction conditions.
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