171616-91-4

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 1049019-27-3 4-hydroxymethylidene-2-phenyl-4,5-dihydrooxazol-5-one 
• 182930-16-1 (Z)-4-(N,N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one 
• 125008-68-6 methyl (Z)-2-benzoylamino-3-dimethylaminopropenoate 

Relevant academic research and scientific papers

Unusual reactions of 2-aryl-4-(N,N-dimethylaminomethylene)-2-oxazolin5-ones with O-nucleophiles: Synthesis of 2-aryl-4-hydi oxymethylene- 2-oxazolin-5-ones

The reactions of 2-aryl-4-(N,N-dimethyIaminomethylene)-2- oxazolin-5-ones 2 with aqueous or ethanolic KOH and sodium ethoxide lead to the formation of 2-aryl-4-hydroxymethylene-2-oxazolin-5ones 4, 1,5-bond remaining unaffected. However, the reactions of 2 with aqueous or methanolic KOH afford methyl 2-acylamino-3-dimethylaminopropenoates 9 along with 4. These observations are explained by the hard-soft acid-base (HSAB) principle. Further, compounds 9 on treatment with POCl3 in pyridine and ethanolic KOH give the corresponding cyclized products 2 and 4, respectively.

Synthesis and reactions of new 2-substituted 5-phenyl-6-oxa-4-azaspiro[2,4]-hepten-7-one derivatives

Synthesis, reactions and relative configurations of new 2-halogen-, 2-acetyl- and 2-pivaloyl-substituted 5-phenyl-6-oxa-4-azaspiro[2,4]hepten-7-one derivatives 1a-h as potential precursors of 1-aminocyclopropanecarboxylic acids are described.