A NEW CONVERSION OF PRIMARY NITRO-COMPOUNDS INTO NITRILES

Authors
ELKAIM L GACON A
Citation
L. Elkaim et A. Gacon, A NEW CONVERSION OF PRIMARY NITRO-COMPOUNDS INTO NITRILES, Tetrahedron letters, 38(19), 1997, pp. 3391-3394
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
19
Year of publication
1997
Pages
3391 - 3394
Database
ISI
SICI code
0040-4039(1997)38:19<3391:ANCOPN>2.0.ZU;2-#
Abstract
The reaction of primary nitro compounds with isocyanides and isocyanat es in the presence da base leads to a new preparation of nitriles. The reaction probably proceeds through the in situ formation of a nitrile oxide followed by a fast oxygen transfer with the isocyanide. Combine d with the Knovenagel addition of nitromethane to cyclic ketone, this reaction brings a highly effective regioselective formation of cyclic alpha-beta unsaturated nitriles. (C) 1997 Published by Elsevier Scienc e Ltd.