Novel Base-Induced Rearrangements of α- and N-Halo Derivatives of S-Ary-S-[(1, 2-benzisoxazol-3-yl) methyl] sulfoximides to the Corresponding N-Sulfinylimines

Abstract

The title α- and N-halosulfoximides 1-4 undergo base-induced rearrangement reactions to give the same N-sulfinylimines 5, suggesting that these rearrangements all involve the intermediacy of a cyclic sulfoximide, a thiazirine S-oxide 14, which has a novel three-membered ring system with an endocyclic S=N group.