64945-05-7

Upstream product

• 675-20-7 piperidin-2-one 
• 5693-62-9 2,3,4,5-tetrahydro-6-methoxypyridine 
• 93-91-4 1-phenylbutan-1,3-dione 

Downstream Products

• 64945-06-8 (α-hexahydropyridylidene)-acetophenone 
• 1357027-23-6 4-benzoyl-2-(4-bromophenyl)-1,1-diphenyl-1,2,5,6,7,8-hexahydropyrido[1,2-d][1,2,4,3λ4]triazaborine 
• 1357027-22-5 4-benzoyl-2-(4-methoxyphenyl)-1,1-diphenyl-1,2,5,6,7,8-hexahydropyrido[1,2-d][1,2,4,3λ4]triazaborine 
• 1357027-21-4 4-benzoyl-2-(4-methylphenyl)-1,1-diphenyl-1,2,5,6,7,8-hexahydropyrido[1,2-d][1,2,4,3λ4]triazaborine 
• 1357027-10-1 4-(4-methoxyphenyldiazenyl)-1,1,3-triphenyl-5,6,7,8-tetrahydropyrido[1,2-c][1,3,2λ4]oxazaborine 
• 1357027-09-8 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-5,6,7,8-tetrahydropyrido[1,2-c][1,3,2λ4]oxazaborine 

Relevant academic research and scientific papers

A simple, enaminone-based approach to some bicyclic pyridazinium tetrafluoroborates

Easily obtainable cyclic enaminones (piperidin-2-ylidenealkanones) can be transformed into substituted bicyclic pyridazinium tetrafluoroborates upon treatment with corresponding diazonium salts. The transformation can be performed either in a one-pot way or in a two-step process with the isolation of single azo-coupled enaminone as the intermediate. The former method is superior. Under the optimized conditions, a number of pyridazinium salts substituted with both electron-donating and electron-withdrawing substituents was easily synthesized. A mechanism of the formation of the pyridazinium salts is suggested. A partial drawback is the possibility of the formation of a mixture of products when using a different diazonium salt in each step due to a reversibility of the azo coupling. This can be suppressed by using a more reactive diazonium salt before a less reactive one.

A new bicyclic oxazaborines with a bridged nitrogen atom, their thermic rearrangement and fluorescence properties

Cyclic β-enaminones bearing secondary amino group react with 4-substituted benzenediazonium tetraphenylborates in dichloromethane to form substituted bicyclic [1,3,2λ4]oxazaborines The oxazaborines rearrange, on heating to 200 °C in the absence of solvent or in DMF or DMSO, to isomeric 2H-[1,2,4,3λ4]triazaborines. Previously prepared [1,3,2λ4]oxazaborines derived from acyclic β-enaminones bearing secondary amino group either did not undergo the rearrangement or with a lot of difficulties and with negligible yield. The fluorescence behaviour of the prepared triazaborines was observed. These compounds fluoresce in 2-methyltetrahydrofurane and in solid state under low temperatures.