6533b7dbfe1ef96bd1270b34

RESEARCH PRODUCT

Preparation and Structure of Bicycloalkane-Condensed Aryldiaziridines Accompanied by Pyrimidines

Ferenc FueloepGéza StájerAntal CsámpaiPál SohárReijo Sillanpaeae

subject

Pharmacologychemistry.chemical_compoundColumn chromatographyDiaziridinechemistryPyrimidineComputational chemistryOrganic ChemistryOrganic chemistryGeneral MedicineNuclear magnetic resonance spectroscopyAnalytical ChemistryDichloromethane

description

Di-exo- and di-endo-2-aminonorbomane/enemethanamines 1-3, di-exo-oxanorbomene derivative 4 and cis-cyclohexane and trans-4-cyclohexene analogues 5, 6 were reacted with p-chlorobenzaldehyde in the presence of N-bromosuccinimide in dichloromethane. Via the reactions of 1-6, condensed diaziridines 7-12 accompanied by pyrimidine derivatives 13-16 were prepared after isolation with column chromatography. The mechanisms proposed for alternative transformations were supported by DFT calculations. The structures of the new compounds were proved by IR and NMR spectroscopy and, for 7, 9 and 12, also by means of X-ray crystallography.

https://doi.org/10.3987/com-07-11018