GIORGI , Gianluca

Novel, densely functionalized 2-methylideneazetidines can be obtained in high yields under mild conditions from the reactions of nitropentadienoates with primary amines, most likely through an aza-Michael addition followed by a 4-exo-trig cyclization. The initial, selective trans arrangement of the C3 and C4 ring hydrogens undergoes...

The conjugated bis(sulfonyl)nitrobutadienes 1 undergo, with primary amines, competitive MeSO2 replacement [vinylic substitution at C(1)] versus aza-Michael addition to the nitroethenyl C(3)–C(4) double bond. The latter pathway eventually leads to the trisubstituted pyrroles 2 and conditions have been optimized in order to maximize the yield of...