ZINC-PROMOTED REACTIONS .9. THE FATE OF THE CYANO GROUP IN THE REDUCTION OF SIMPLE CYANOKETONES AND N-CYANOAMINES

Authors
DIVONA ML LUCHETTI L ROSNATI V
Citation
Ml. Divona et al., ZINC-PROMOTED REACTIONS .9. THE FATE OF THE CYANO GROUP IN THE REDUCTION OF SIMPLE CYANOKETONES AND N-CYANOAMINES, Tetrahedron, 50(27), 1994, pp. 8203-8208
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
27
Year of publication
1994
Pages
8203 - 8208
Database
ISI
SICI code
0040-4020(1994)50:27<8203:ZR.TFO>2.0.ZU;2-6
Abstract
The Zn/AcOH reduction of 1 leads only to the carbonyl reduction, while C-decyanation occurs in the case of 2. The mechanism of the fatter re action is discussed. The N-decyanation of N-cyanoamines 3 and 4 involv es an ionic mechanism, leading to N-acyl derivatives and isocyanic aci d the latter compound being ultimately reduced to formic acid.