Cyclols as Intermediates in the Reaction of 3-(Dimethylamino)-2,2-dimethyl-2H-azirine with Monosubstituted Parabanic Acids; a New and Unexpected Rearrangement

Article abstract of DOI:10.1002/hlca.19830660514

The reaction of 3-(dimethylamino)-2,2-dimethyl-2H-azirine (1) with N-methylparabanic acid (4) in 2-propanol at room temperature gives the cyclol 5 in 97 percent yield.In acetonitrile solution 5 rearranges to the imidazoline derivative 6 (Scheme 2).The str