6533b861fe1ef96bd12c57b5

RESEARCH PRODUCT

Angular Regioselectivity in the Reactions of 2-Thioxopyrimidin-4-ones and Hydrazonoyl Chlorides : Synthesis of Novel Stereoisomeric Octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones

Matti HaukkaMárta PalkóFerenc FülöpAwad I. Said

subject

kemiallinen synteesiChemistryisomeriaOrganic ChemistryPharmaceutical ScienceRegioselectivity[124]triazolo[43-a]quinazolin-5-ones[124]triazolo[43-<i>a</i>]quinazolin-5-onesregioselective reactionsMedicinal chemistryAnalytical Chemistrylcsh:QD241-441lcsh:Organic chemistryChemistry (miscellaneous)hydrazonoyl chlorides2-thioxopyrimidin-4-onesDrug DiscoveryStructural isomerMolecular MedicinetyppiyhdisteetPhysical and Theoretical ChemistryCis–trans isomerismorgaaniset yhdisteet

description

The regioselective synthesis of cis and trans stereoisomers of variously functionalized octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones was performed. The 2-thioxopyrimidin-4-ones used in the synthesis reacted with hydrazonoyl chlorides in a regioselective manner to produce the angular regioisomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones rather than the linear isomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones. The synthesis process took place with electronic control. The angular regiochemistry of the products was confirmed by X-ray experiments and two-dimensional NMR studies.

http://urn.fi/URN:NBN:fi:jyu-202012237343