19611-13-3Relevant academic research and scientific papers
Gold(I)-catalyzed cycloisomerization of β-alkynylpropiolactones to substituted α-pyrones
Dombray, Thomas,Blanc, Aurelien,Weibel, Jean-Marc,Pale, Patrick
supporting information; experimental part, p. 5362 - 5365 (2011/02/27)
Substituted α-pyrones were straightforwardly synthesized in good to excellent yields by a new gold(I)-catalyzed rearrangement of β-alkynylpropiolactones.
Cycloadditions of 6H-1,3,4-oxadiazin-6-ones (4,5-diaza-α-pyrones), 15. Reactions of 6H-1,3,4-oxadiazin-6-ones with norbornadiene. A new route to 3,6-disubstituted α-pyrones
Christl, Manfred,Bodenschatz, Gabriele,Feineis, Erich,Hegmann, Joachim,Huettner, Gerhard,Mertelmeyer, Stefan,Schaetzlein, Klaus
, p. 853 - 861 (2007/10/03)
Upon reaction with norbornadiene, ten disubstituted 1,3,4-oxadiazin-6-ones 1 were converted into 3,6-disubstituted α-pyrones 6. For this purpose, solutions of the substrates were treated with boron trifluoride-ether or trifluoroacetic acid. The smooth formation of 6 was also observed when a γ-oxo ketene, initially generated by heating a solution of the substrates in the absence of boron trifluoride-ether, was allowed to react with the Lewis acid. Without use of an acid, only 6f could be obtained free from further compounds, whereas in the other cases enol lactones and 1:2 products of the types 8 and 7 were formed additionally. Oxadiazinone 1j gave enol lactone 10 in the noncatalysed reaction. VCH Verlagsgesellschaft mbH, 1996.
