NOVEL SPIRO CYCLIZATIONS OF N-ACYLIMINIUM IONS INVOLVING AN AROMATIC PI-NUCLEOPHILE

Authors
BAILEY PD MORGAN KM SMITH DI VERNON JM
Citation
Pd. Bailey et al., NOVEL SPIRO CYCLIZATIONS OF N-ACYLIMINIUM IONS INVOLVING AN AROMATIC PI-NUCLEOPHILE, Tetrahedron letters, 35(38), 1994, pp. 7115-7118
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
38
Year of publication
1994
Pages
7115 - 7118
Database
ISI
SICI code
0040-4039(1994)35:38<7115:NSCONI>2.0.ZU;2-B
Abstract
Several spiro 2-pyrrolidin-5-ones were obtained by a two-step procedur e from N-substituted succinimides, involving spiro cyclisation of N-ac yliminium ion intermediates in refluxing trifluoroacetic acid; in all cases cyclisation utilised a tethered aromatic pi-nucleophile, and rin g-closure followed 5- or 6-exo-trig pathways.