SYNTHESIS OF 1,4-DIKETONES BY MICHAEL ADDITION OF O-AROYLMANDELONITRILES INVOLVING REARRANGEMENT OF AROYL GROUP AND DECYANATION

Authors
MIYASHITA A MATSUOKA Y NUMATA A HIGASHINO T
Citation
A. Miyashita et al., SYNTHESIS OF 1,4-DIKETONES BY MICHAEL ADDITION OF O-AROYLMANDELONITRILES INVOLVING REARRANGEMENT OF AROYL GROUP AND DECYANATION, Chemical and Pharmaceutical Bulletin, 44(2), 1996, pp. 448-450
Citations number
15
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
44
Issue
2
Year of publication
1996
Pages
448 - 450
Database
ISI
SICI code
0009-2363(1996)44:2<448:SO1BMA>2.0.ZU;2-L
Abstract
The anions derived from O-aroylmandelonitriles 1 reacted with Michael addition accepters such as acrylonitrile (7) and methyl acrylate (10) to give the corresponding 1,4-diketones 12, 13, and 15 in moderate to good yields. Under acidic conditions, the 1,4-diketones 12, 13, and 15 were converted into the furans 17, 18 and 19 in good yields.