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Synthesis of Novel Bis-enaminones by KHSO4-assisted Facile Michael Addition-elimination Reaction of 3-(dimethylamino)-1-phenylprop-2-en-1-ones with Diamines in Water

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DOI: 10.4236/gsc.2011.12006    5,141 Downloads   12,346 Views   Citations

ABSTRACT

3-(Dimethylamino)-1-phenylprop-2-en-1-ones (formylated acetophenones) 1 reacted with aliphatic diamines in water assisted by KHSO4 to give bis-enaminones 2a-h in good yields. Compound 1 also reacted with o-phenylenediamine under similar conditions to produce bis-enaminones 3 instead of benzodiazepines 4 in excellent yields.

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A. Devi, P. Helissey and J. Vishwakarma, "Synthesis of Novel Bis-enaminones by KHSO4-assisted Facile Michael Addition-elimination Reaction of 3-(dimethylamino)-1-phenylprop-2-en-1-ones with Diamines in Water," Green and Sustainable Chemistry, Vol. 1 No. 2, 2011, pp. 31-34. doi: 10.4236/gsc.2011.12006.

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