NOVEL N-ACYL ALPHA-AZIDOPYRROLIDINES (N-ACYLIMINIUM-ION PRECURSORS)

As an alternative to the electrochemical procedure [Shono (1984). Tetr ahedron, 40, 811-850], N-acyliminium-ion precursors may be generated u tilizing novel hypervalent iodine chemistry. The crystal structures of 2-azido-N,N-diphenylpyrrolidine-1-carboxamide, C17H17N5O, and ,5-diaz ido-N-(3,4,5-trimethoxybenzoyl)pyrrolidine, C14H17N7O4, are reported. In both instances the pyrrolidine ring is found in the half-chair conf ormation. The azido groups are non-linear with an average bond angle o f 172.9 (1)-degree.