M. Battistini, E. Erba, D. Pocar
1993
Citations
0
Influential Citations
10
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
4,5-Dihydro-5-morpholino-1-(2-nitrophenyl)-1,2,3-triazoles 4 are prepared by reaction of an aldehyde with morpholine and the appropriate aryl azide. On reduction 1-(2-aminophenyl)-4,5-dihydro-5-morpholino-1,2,3-triazoles 5 are formed. Thermal rearrangement of compounds 5 affords unstable 2-alkyl -3-amino -1,2,3,4-tetrahydroquinoxalines 7, which undergo deamination to 2-alkyl-1,2-dihydroquinoxalines 8. Oxidation of these affords 2-alkylquinoxalines 10. The mechanism of the thermal rearrangement of triazoles 5 is investigated and discussed.