106167-48-0

Upstream product

• 73920-90-8 2-phenyl-1-oxa-spiro[2.4]heptan-4-ol 
• 73920-90-8 Benzalcyclopentanoloxid 
• 694-28-0 2-chlorocyclopentanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 56964-05-7 2-phenylcyclohexane-1,3-dione 
• 73920-92-0 4-(Z-Methoxycarbonylmethylen)-2(E)-phenyl-1-oxaspiro<2,4>heptan 
• 73920-92-0 4-(E-Methoxycarbonylmethylen)-2(E)-phenyl-1-oxaspiro<2,4>heptan 
• 70388-70-4 4-(Z-Cyanmethylen)-2(E)-phenyl-1-oxaspiro<2,4>heptan 
• 70388-70-4 4-(E-Cyanmethylen)-2(E)-phenyl-1-oxaspiro<2,4>heptan 

Relevant academic research and scientific papers

Preparation method of alpha, beta-epoxy ketone compound

The invention provides a method for efficiently preparing an alpha, beta-epoxy ketone compound from alpha-hydrogen-containing alpha-halogenated ketone as a raw material and various aldehydes under theaction of DBU or DBN. Namely the method comprises the steps: slowly and dropwise adding a dichloromethane mixed solution of alpha-halogenated ketone and aldehydes into a dichloromethane solution of DBU or DBN under the conditions of inert gas shielding and 20 DEG C below zero, ending a reaction, and then, carrying out separation and purification to obtain the alpha, beta-epoxy ketone compound. The synthesis method provided by the invention is available in raw material, low in cost, simple and easily-controlled in operation, relatively few in side reactions, simple in aftertreatment, relatively high in product yield, capable of greatly reducing the production cost, relatively high in economic benefit and suitable for large-scale industrial production.

Thermolysis of Compounds with a Geometrically Fixed Vinyloxirane Unit: Stereospecific Synthesis of 4,5-Fused cis- and trans-2,3-Dihydrofurans

The conformationally fixed vinyloxiranes 7c - f, 8a - f, and 9b - d are transformed thermally into the bicyclic ethers 23 - 25.Starting with the spiro-derivatives c - f, which are monosubstituted at the vinyl group, the ring expansion takes place with high stereospecificity leading to 4,5-fused cis-(c/e) and trans-2,3-dihydrofurans (d/f), respectively.On heating 8b and 9b in the presence of dimethylfumarate besides the isomerisation to 24b/25b two cycloadducts are formed in each case to which the structures of 29/31 and 30/32 have been assigned.Oxapentadienyl dipoles (3) are proposed as intermediates in which the rotation of C/O-bonds is energetically more favorable than rotation of C/C-bonds.The activation parameters for the transformation 8b -> 24b are determined and discussed together with the reported date of some analogous ring expansion reactions.