Neber Rearrangement of Amidoximesulfonates. Synthesis of 2-Amino-1-azirines

Article abstract of DOI:10.1021/jo00333a004

Amidoximes prepared from α-cyanoacetanilides and (phenylsulfonyl)acetonitrile were converted to the corresponding O-tosyl derivatives.Upon treatment with base, these amidoxime-O-sulfonates afforded 2-amino-1-azirines instead of the expected 3-amino-2-pyra