Tetrahedron

Functional rearrangement of polychlorinated pyrrolidin-2-ones to 5-imino-lactams promoted by n-propylamine

…, UM Pagnoni, AF Parsons, M Pattarozzi, L Schenetti

Index: Danieli, Chiara; Ghelfi, Franco; Mucci, Adele; Pagnoni, Ugo M.; Parsons, Andrew F.; Pattarozzi, Mariella; Schenetti, Luisa Tetrahedron, 2004 , vol. 60, # 50 p. 11493 - 11501

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Citation Number: 3

Abstract

The reaction of 4-methyl-pyrrolidin-2-ones, chlorinated at the C (3) and C (6) positions, with n-propylamine constitutes a new method for the preparation of 5-propylimino-pyrrolidin-2- ones or 3-pyrrolin-2-ones in generally good yields. The transformation involves a series of eliminations, substitutions and double bond shifts. This constitutes a remarkable example of a functional rearrangement.