181575-91-7

Upstream product

• 143850-00-4 4,5-bis(bromomethyl)-1-phenyl-1,2,3-triazole 
• 105-53-3 diethyl malonate 

Downstream Products

• 181575-93-9 1-phenylcyclopenteno[1,2-d]-1,2,3-triazolo-5-spiro-4'-(perhydropyrazolino-3',5'-dione) 
• 181575-92-8 bishydrazide of 4',4'-biscarboxy-1-phenylcyclopenteno[1,2-d]-1,2,3-triazole 

Relevant academic research and scientific papers

Diels-Alder adducts of a spirocyclopentenotriazoloazodienophile. Assignment of their 1H and 13C NMR spectra

1-Phenyl-cyclopenteno[1,2-d]-1,2,3-triazolo-5-spiro-4′- [perhydropyrazolino-3′,5′-dione] (5) afforded in situ, by oxidation with lead tetraacetate, the corresponding cyclopentenotriazolo-spiropyrazolodione 6, which was trapped with dienes giving the hetero-Diels-Alder adducts 10-12 in good yields. The DielsAlder reactions were examined on the basis of AM1 MO calculations. Total assignment of the 1H- and 13C-nmr chemical shifts as well as the relative configuration of these adducts was accomplished with the help of 2D (1H-1H COSY, 1H-1H NOESY, 1H-13C XHCORR, 1H-13C COLOC) and NOE difference spectroscopy. The structures of compounds 11a and 11b were also examined by molecular modeling.

Synthesis of fused cyclopenteno- and cyclohepteno-heterocycles

Cyclopenteno-triazoles, pyrazoles and isoxazoles 3a-i were synthetized from the reaction of various bishalomethyl substrates 1a-e with compounds containing active methylene groups 2a-c. In addition, seven membered ketodiesters 11 were synthesized from the