1,5-Radical rearrangements during oxaziridine–iron(II) reactions
Abstract
Reaction of 2′-cyclohexylcyclohexanespiro-3′-oxaziridine with iron(II) sulphate gave, in addition to N-cyclo-hexylhexanamide, considerable amounts of isomeric NN′-dicyclohexyldecanedicarboxamides, some of these having a branched-chain structure produced via 1,5-radical rearrangements. These, and other, N-cyclohexyl-alkanecarboxamides could be converted into nitriles (or N-cyclohexylimides) and olefins by thermal decomposition.