122874-85-5

Upstream product

• 122874-84-4 1-Oxo-5-phenyl-1,2,7,8,9,10-hexahydro-furo[3,2-i]indolizine-2,3a,4-tricarboxylic acid 2-ethyl ester 3a,4-dimethyl ester 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 396129-93-4 α-phenyl-2-oxo-1-piperidineacetic acid 
• 2835-06-5 phenylglycin 
• 78348-46-6 N-benzoyl-2-piperidinecarboxylic acid 
• 144630-24-0 ethyl 3-(N-benzoylpiperidinyl)-3-oxopropanoate 
• 122874-83-3 ethyl 2-diazo-3-(N-benzoylpiperidinyl)-3-oxopropanoate 
• 675-20-7 piperidin-2-one 

Relevant academic research and scientific papers

1,3-Dipolar cycloadditions of new mesoionic compounds. Synthesis of 1H-pyrrolo[1,2-c]thiazoles, pyrrolizines and 5,6,7,8-tetrahydroindolizines

We studied the 1,3-dipolar cycloaddition reactions between alkyne dipolarophiles and the new mesoionic compounds 2H,5H,7H-thiazolo[4,3-b]oxazol-2-one (12), 2H,5H,7H-pyrrolo[2,1-b]oxazol-2-one (13) and 2H,5H,7H-oxazolo[3,2-a]pyridin-2-one (14). These 1,3-dipoles were prepared in situ by means of cyclodehydration with acetic anhydride of the corresponding α-substituted 4-oxo-3-thiazolidine- (9), 2-oxo-1-pyrrolidine- (10) and 2-oxo-1-piperidineacetic acids (11). The cycloaddition reactions with alkyne dipolarophiles afforded single 1H-pyrrolo[1,2-c]thiazole, pyrrolizine and 5,6,7,8-tetrahydroindolizine derivatives, or a mixture of the two possible regioisomers, depending on whether symmetrical or unsymmetrical alkynes.

Azomethine ylide generation via the dipole cascade

A series of N-acyl 2-diazo-3-oxobutanoates, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford substituted pyrroles derived from an azomethine ylide intermediate. The initial reaction involves generation of the expec