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This work established an efficient Diels-Alder
microwave technique for creation of bicyclic
anhydrides in 63 – 92% yield used as starting
reagents for the synthesis of cyclic imides (CEM,
150C, 5 minutes). The reaction of generic
anhydrides with DMAP and NH4Cl
was able to synthesize the unsubsutited imide in
69 – 91% yield (CEM, 150C, 10 minutes).
Unsubstituted cyclic imides were synthesized
using generic anhydrides with NH4OAc
in 50-98% yield (Biotage, 150C, 5 minutes). The
reaction of generic anhydrides with DMAP and
hydroxylamine (HCl) was able to synthesize the
unsubsutited imide in 42-97% yield (CEM Discover
microwave, 150C, 10 minutes). A new microwave
technique for the synthesis of N-methoxy cyclic
imides was established using generic anhydrides
and methoxyamine (HCl) in 40 – 98% yield (CEM,
125C, 5 minutes). Thalidomide and its
derivatives were synthesized using generic
anhydrides, glutamic acid, DMAP and NH4Cl
in 32 – 52% yield. A novel microwave synthesis
of enaminones using cyclic diene and NH4OAc
in 71 – 92% yield (CEM, 150C, 5 minutes). The
novel microwave synthesis of enoneimides was
found in 70-80% yield using generic anhydrides
and enaminones. |