17372-49-5

Upstream product

• 77670-52-1 (E)-2,5-diphenylpent-2-en-4-ynoic acid 
• 2579-22-8 Phenylpropargyl aldehyde 
• 103-82-2 phenylacetic acid 
• 4638-79-3 2-chloro-2-phenylacetaldehyde 
• 21440-46-0 1-Phenyl-3-p-toluolsulfonyl-propen-⁽²⁾-on-⁽¹⁾ 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 63617-45-8 2,5-diphenyl-6H-1,3,4-oxadiazin-6-one 

Relevant academic research and scientific papers

Carbene Catalyzed Access to 3,6-Disubstituted α-Pyrones via Michael Addition/Lactonization/Elimination Cascade

The first direct transition metal-free access to 3,6-disubstituted α-pyrones from α-chloro aldehydes and β-tosyl enones is reported. The reactions proceed via the Michael addition/lactonization/elimination cascade. The regioselective addition of NHC-bound enolates/homoenolates to the enones bearing a bulkier functionality such as tosyl group at the β-position has remained challenging. The 3,6-disubstituted α-pyrones could be converted to valuable products such as 1,2,3,4-tetrasubstituted benzenes, 1,4-disubstituted naphthalenes as well as anthracenes and 6,13-disubstituted dihydro-ethenopentacenes in a simple operation. (Figure presented.).

Stannylated α-pyrones: Synthesis, halogenation and destannylation reactions

Ethynyltributyltin undergoes inverse type [4+2] cycloadditions with various 1,3,4-oxadiazin-6-ones to afford two regioisomeric stannylated α- pyrones, which can be separated by flash column chromatography. Exposure of the stannanes to elemental halogens i

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

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.