66299-29-4

Upstream product

• 130625-23-9 ethyl 2-azido-2-benzyl-3-oxobutanoate 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 39149-75-2 ethyl 2-benzyl-2-bromo-3-oxobutanoate 
• 75214-04-9 α-Azido-β-phenylpropansaeure-ethylester 
• 101308-40-1 ethyl 2-bromo-3-phenylpropionate 
• 38879-46-8 (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone 
• 100-52-7 benzaldehyde 
• 62436-67-3 ethyl (Z)-2-acetylamino-3-phenyl-2-propenoate 
• 108-24-7 acetic anhydride 
• 90237-81-3 N,N-Diacetyl-α,β-didehydrophenylalanin-ethylester 

Downstream Products

• 62436-67-3 ethyl (Z)-2-acetylamino-3-phenyl-2-propenoate 

Relevant academic research and scientific papers

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

Formation of isoquinoline derivatives by the irradiation of N-acetyl-α-dehydrophenylalanine ethyl ester and its derivatives

The irradiation of a nitrogen-purged acetonitrile solution of the title compounds (1) with Pyrex filtered light was found to give isoquinoline derivatives (2) via the excited state (Z)-isomers, whereas in methanol 1-azetine derivative was also detected al

Amino Acids, 2. N-Acetyl α,β-Didehydro α-Amino Acid Esters from α-Azidocarboxylic Acid Esters and Acetic Anhydride by Nitrogen Elimination with Rhenium Catalysts

α-Azidocarboxylic acid esters 2 react with acetic anhydride in presence of catalytic amounts of rhenium heptasulfide and - if necessary - by addition of hydrochloric acid to give N-acetyl 3 or/and N,N-diacetyl-α,β-didehydro-α-amino acid esters 4 in very g