THE OXIDATION OF HOMOPHTHALIMIDE DERIVATIVES BY DIOXYGEN IN ALKALINE MEDIA AND CLEAVAGE-CYCLIZATION REACTIONS

Authors
HEANEY H TAHA MO SLAWIN AMZ
Citation
H. Heaney et al., THE OXIDATION OF HOMOPHTHALIMIDE DERIVATIVES BY DIOXYGEN IN ALKALINE MEDIA AND CLEAVAGE-CYCLIZATION REACTIONS, Tetrahedron letters, 38(17), 1997, pp. 3051-3054
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
17
Year of publication
1997
Pages
3051 - 3054
Database
ISI
SICI code
0040-4039(1997)38:17<3051:TOOHDB>2.0.ZU;2-I
Abstract
The oxidation of alpha-alkylhomophthalimide derivatives by dioxygen in the presence of ethanolic sodium hydroxide leads to the rapid formati on of alpha-hydroxy-alpha-alkylhomophthalimide derivatives and hence, as a result of ring cleavage and lactone formation, to alpha-amido-alp ha-alkylphthalides, potential precursors to phthalide isoquinoline alk aloids and analogues. (C) 1997 Elsevier Science Ltd.