THE BASE-CATALYZED REARRANGEMENT OF O-PROPARGYL KETOXIMES TO N-1-ALKENYL ACRYL AMIDES

Authors
TROFIMOV BA TARASOVA OA SIGALOV MV MIKHALEVA AI
Citation
Ba. Trofimov et al., THE BASE-CATALYZED REARRANGEMENT OF O-PROPARGYL KETOXIMES TO N-1-ALKENYL ACRYL AMIDES, Tetrahedron letters, 36(50), 1995, pp. 9181-9184
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
50
Year of publication
1995
Pages
9181 - 9184
Database
ISI
SICI code
0040-4039(1995)36:50<9181:TBROOK>2.0.ZU;2-T
Abstract
O-Propargyl ketoximes, available from the reaction of ketoximes with p ropargyl halides in KOH/DMSO system, readily undergo base-catalysed (t -BuOK in DMSO or THF) rearrangement to N-(1-alkenyl)acrylamides in 15- 58 % yields.