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.
Functional rearrangement of polychlorinated pyrrolidin-2-onesto 5-imino-lactams promoted by n-propylamine / Danieli, Chiara; Ghelfi, Franco; Mucci, Adele; Pagnoni, Ugo Maria; A. F., Parsons; M., Pattarozzi; Schenetti, Luisa. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 60:50(2004), pp. 11493-11501. [10.1016/j.tet.2004.09.073]
Functional rearrangement of polychlorinated pyrrolidin-2-onesto 5-imino-lactams promoted by n-propylamine
DANIELI, Chiara;GHELFI, Franco;MUCCI, Adele;PAGNONI, Ugo Maria;SCHENETTI, Luisa
2004
Abstract
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.
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