3885-41-4

Upstream product

• 3249-68-1 ethyl butyroyl acetate 
• 108-24-7 acetic anhydride 
• 953420-14-9 ethyl 2-picolinoyl-3-oxo-3-hexanoate 
• 865445-61-0 ethyl 2-acetoxy-2-chloro-3-oxohexanoate 
• 67271-32-3 ethyl 2-chloro-3-oxohexanoate 
• 1474-30-2 ethyl 3-oxo-2-(triphenylphosphoranylidene)-4-hexenoate 
• 96068-04-1 Butyrylglyoxylsaeure-aethylester-triphenylphosphazin-⁽²⁾ 

Downstream Products

• 21918-19-4 2-phenyl-5-propyl-2H-pyrazole-3,4-dione-4-oxime 
• 865445-62-1 ethyl 3-phenyl-5-propyl-1,2,4-triazine-6-carboxylate 
• 1400898-05-6 ethyl 2-(4-methoxyphenyl)-4-propylimidazole-5-carboxylate 
• 1400898-06-7 ethyl 2-(4-chlorophenyl)-4-propylimidazole-5-carboxylate 
• 1400898-07-8 ethyl 2-(4-nitrophenyl)-4-propylimidazole-5-carboxylate 
• 1400898-08-9 ethyl 2-(2-nitrophenyl)-4-propylimidazole-5-carboxylate 
• 1021344-07-9 5-(4-ethoxycarbonyl-5-propyl-3H-imidazol-2-yl)-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone 

Relevant academic research and scientific papers

Zinc-induced deoximation of α,α′-dioxo-type oximes and oxime ethers leading to α,β-diketo esters

The deoximation of a variety of α,α′-dioxo-type oximes and oxime ethers was achieved under mild conditions using zinc/AcOH, which gave good yields of α,β-diketo esters.

Convenient synthesis of highly substituted imidazole derivatives

A one-pot synthesis of the trisubstituted imidazole derivatives from α-acetoxy-α-chloro-β-keto-esters, aldehydes, and ammonium acetate has been developed. Copyright Taylor & Francis Group, LLC.

A convenient synthesis of pyridine and 2,2′-bipyridine derivatives

α-Chloro-α-acetoxy-β-keto-esters 9 were readily prepared from β-keto-esters 6 in good overall yields. These compounds reacted as α,β-diketo-ester equivalents 2 with amidrazones 1 yielding triazines 3, generally in good yields. Picolinates 10 provided an alternative source of α,β-diketo-ester equivalents 2 when treated with copper(II) acetate. A 'one-pot' reaction of the α,β-diketo-ester equivalents 2 with amidrazones 1 in the presence of 2,5-norbornadiene 5 in boiling ethanol yielded the pyridines 4 and 2,2′-bipyridines 4 (R1=2-pyridyl) directly without the need to isolate the corresponding triazines 3. Triazine 3c reacted with the aza-dienophiles 13 and 17 affording the products 16 and 18, respectively, in good yields.

A convenient synthesis of 2,2′-bipyridine derivatives

Picolinates 7 were prepared from the corresponding α-chloro-β-keto-esters 6. Esters 7 were converted into 2,2′-bipyridine derivatives 10 via triazines 9 using an aza Diels-Alder reaction.