17372-50-8

Upstream product

• 86997-03-7 5-(4-methoxyphenyl)-2-phenyl-6H-1,3,4-oxadiazin-6-one 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 98-86-2 acetophenone 
• 768-03-6 Phenyl vinyl ketone 
• 132726-06-8 2-(4-methoxy-phenyl)-5-phenyl-pent-2-en-4-ynoic acid 

Relevant academic research and scientific papers

Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates

A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.

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.