A DABCO
catalyzed aza-Michael addition of thiazolidine-2,4-dione
to a variety of electron deficient alkenes has been developed. Additionally,
a DABCO/succinic acid salt system has been designed that allows for
the one pot tandem aza-Michael/Knoevenagel reaction of thiazolidine-2,4-dione
to give difunctionalized thiazolidine-2,4-dione products. To the best
of our knowledge, this is the first example of a one-pot tandem aza-Michael/Knoevenagel
reaction involving thiazolidine-2,4-dione.
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