SYNTHESIS AND STEREOCHEMISTRY OF DIOXA-1,4-DIAZADISPIRO[5.2.5.2]TETRADEC-1-EN-3-ONE AND ITS 2H-IMIDAZOLO-2-SPIROCYCLOHEXANE ANALOG - AN ANOMALOUS MICHAEL-TYPE CYCLOCONDENSATION

Authors
LANGLOIS Y KONOPSKI L ZACHARA J
Citation
Y. Langlois et al., SYNTHESIS AND STEREOCHEMISTRY OF DIOXA-1,4-DIAZADISPIRO[5.2.5.2]TETRADEC-1-EN-3-ONE AND ITS 2H-IMIDAZOLO-2-SPIROCYCLOHEXANE ANALOG - AN ANOMALOUS MICHAEL-TYPE CYCLOCONDENSATION, Heterocycles, 42(2), 1996, pp. 737-743
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
42
Issue
2
Year of publication
1996
Pages
737 - 743
Database
ISI
SICI code
0385-5414(1996)42:2<737:SASOD>2.0.ZU;2-M
Abstract
Starting from 1,4-cyclohexanedione monoethylene ketal and methyl propi olate in ammonia-saturated methanol at 100 degrees C we obtained 2-met hyl-4H-9,12-dioxa-1, 4-diazadispiro [5.2.5.2]tetradec-1-en-3-one which was subsequently transformed into its O-methyl ether - a 2H-imidazolo -2-spirocyclohexane derivative. The mechanism of formation of this new heterocyclic system by anomalous Michael type cyclocondensation was p roposed.