CYCLOADDITIONS OF 6H-1,3,4-OXADIAZIN-6-ONES (4,5-DIAZA-ALPHA-PYRONES)- PART 16 - 4-SUBSTITUTED AND 4,5-DISUBSTITUTED METHYL 3-PHENYL-ALPHA-PYRONE-6-CARBOXYLATES FROM GAMMA-OXOKETENES VIA ALPHA,DELTA-DIBROMO-DELTA-LACTONES

Authors
TIDWELL TT SAMMTLEBEN F CHRISTL M
Citation
Tt. Tidwell et al., CYCLOADDITIONS OF 6H-1,3,4-OXADIAZIN-6-ONES (4,5-DIAZA-ALPHA-PYRONES)- PART 16 - 4-SUBSTITUTED AND 4,5-DISUBSTITUTED METHYL 3-PHENYL-ALPHA-PYRONE-6-CARBOXYLATES FROM GAMMA-OXOKETENES VIA ALPHA,DELTA-DIBROMO-DELTA-LACTONES, Journal of the Chemical Society. Perkin transactions. I (Print), (13), 1998, pp. 2031-2035
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I (Print) → ACNP
ISSN journal
0300922X
Issue
13
Year of publication
1998
Pages
2031 - 2035
Database
ISI
SICI code
0300-922X(1998):13<2031:CO6(>2.0.ZU;2-Y
Abstract
The addition of bromine to the gamma-oxoketenes 4, 10 and 22 and the e limination of two equivalents of hydrogen bromide from the resulting a lpha,delta-dibromo-delta-lactones 5, 12 and 23 to give the alpha-pyron es 7, 19 and 20, respectively, are described. Since the isolation of n either 4, 10 and 22 nor 5, 12 and 23 proved necessary, the alpha-pyron es have been prepared in one-pot procedures from methyl 6-oxo-5-phenyl -6H-1,3,4-oxadiazine-2-carboxylate 6.