1-Azirine Ring Chemistry

Abstract

A. Neber and Related ReactionsNeber and his co-workers first suggested the intermediacy of a 1-azirine in 1932"~ while studying the conversion of oxime E-toluenesulfonates (i) to aminoketones with base.The structure of the 1-azirine was confirmed subsequently by Cram and tiat~h.~In the presence of tosyl chloride and pyridine, 3 is converted %k into aziridines 5 , and 1-azirines 5 could then be prepared by treating 5 with sodium carbonate.+ ,