INTRAMOLECULAR INTERCEPTION OF REACTIVE INTERMEDIATES IN THE RANEY-NICKEL GENERATED IN-SITU REDUCTION OF OXIMES - SYNTHETIC AND MECHANISTICIMPLICATIONS

Authors
KASCHERES A RODRIGUES RAF
Citation
A. Kascheres et Raf. Rodrigues, INTRAMOLECULAR INTERCEPTION OF REACTIVE INTERMEDIATES IN THE RANEY-NICKEL GENERATED IN-SITU REDUCTION OF OXIMES - SYNTHETIC AND MECHANISTICIMPLICATIONS, Tetrahedron, 52(40), 1996, pp. 12919-12930
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
40
Year of publication
1996
Pages
12919 - 12930
Database
ISI
SICI code
0040-4020(1996)52:40<12919:IIORII>2.0.ZU;2-Z
Abstract
Reduction of oximes 4, obtained from 1,5 di-hydro-2H-pyrrol-2-ones 3, with Raney nickel ''generated in situ'' afforded pyrrolo [3,2b] pyrrol one derivatives 6 and 7 and in some cases, amines 5, The reduction of 4 with W7 Rang nickel afforded only amines 5. Mechanistic aspects of t hese reductions were investigated The formation of 6 and 7 is attribut ed to the deactivation of the catalyst by sodium hydroxide. Copyright (C) 1996 Elsevier Science Ltd