Conjugate addition of curcumins to chalcones and azodicarboxylates

Cascade double Michael reaction of curcumins with chalcones in the presence of Cs2CO3 in CH3CN provided highly functionalized cyclohexanones in moderate to good yields (35–77%) and good to excellent diastereoselectivities (81:19 to 95:05). Similar reaction of curcumins with azodicarboxylates in the presence of DMAP in CH3CN stopped at the single Michael addition stage affording novel hydrazinodicarboxylates of curcumins in good to excellent yields (65–85%).

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