9 research outputs found
One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazines
A new, three-step, telescoped reaction sequence for the regioselective conversion of N-tosyl hydrazones and aziridines to 3,6-disubstituted and 3,5,6-trisubstituted 1,2,4-triazines is described. The process involves an efficient nucleophilic ring opening of the aziridine, giving access to a wide range of aminohydrazones, isolated with excellent yields. A “one-pot” procedure, combining the ring opening with a cyclization and an oxidation step, allows the preparation of diversified triazines in good yields.This work was supported by a postdoctoral fellowship from Pfizer (L.C.) and EPSRC Grant Nos. EP/K009494/1 and EP/M004120/1 (S.V.L.). We also thank Dr. Andrew D. Bond for conducting X-ray crystallographic analysis
Synthesis of 3,4-dihydropyrimidin-2(<i style="">1H</i>)-ones and 3,4,5,6,7,8-hexahydroquinazolin-2(<i style="">1H</i>)-ones <i style="">via</i> three component cyclocondensation
346-3503,4 Dihydropyrimidin-2(1H)-ones and 3,4,5,6,7,8-hexahydroÂquinazolin-2(1H)-ones have been synthesized from the
conÂdensation of ketones, aldehydes and urea/thiourea in the presence of
sodium tertiary butoxide by the
solventless microwave irradiaÂtion (MWI) process as well as the conventional
process
Supporting research data for "One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazines"
Characterisation data for all compounds synthetised and described in the manuscript