Use of Ph3P = N-Li: Synthesis of alpha,beta-unsaturated nitriles from alpha,beta-unsaturated esters via the formation of N-(alpha,beta-unsaturated acyl) phosphinimines

Authors
Cristau, HJ Hammami, A Torreilles, E
Citation
Hj. Cristau et al., Use of Ph3P = N-Li: Synthesis of alpha,beta-unsaturated nitriles from alpha,beta-unsaturated esters via the formation of N-(alpha,beta-unsaturated acyl) phosphinimines, HETEROAT CH, 10(1), 1999, pp. 49-54
Citations number
19
Categorie Soggetti
Chemistry
Journal title
HETEROATOM CHEMISTRY
ISSN journal
10427163 → ACNP
Volume
10
Issue
1
Year of publication
1999
Pages
49 - 54
Database
ISI
SICI code
1042-7163(1999)10:1<49:UOP=NS>2.0.ZU;2-A
Abstract
The reaction of Ph3P = NLi with various alpha,beta-unsaturated esters gives access to new N-(alpha,beta-unsaturated acyl) phosphinimines, which can un dergo intramolecular aza-Wittig reactions (af 65-110 degrees C) to afford t he corresponding nitriles. The structures of all new compounds were establi shed by elementary analyses, IR, H-1-, C-13-, and P-31-NMR spectroscopy. (C ) 1999 John Wiley & Sons, Inc.