An investigation into the alkylation of 1, 2, 4-triazole

PG Bulger, IF Cottrell, CJ Cowden, AJ Davies…

Index: Bulger, Paul G.; Cottrell, Ian F.; Cowden, Cameron J.; Davies, Antony J.; Dolling, Ulf-H. Tetrahedron Letters, 2000 , vol. 41, # 8 p. 1297 - 1301

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Citation Number: 36

Abstract

The alkylation of 1, 2, 4-triazole with 4-nitrobenzyl halides and a variety of bases afforded the 1-and 4-alkylated isomers with a consistent regioselectivity of 90: 10. Previously reported regiospecific alkylations of 1, 2, 4-triazole were re-examined and the quoted isomer ratios were shown to depend on the isolation procedure. The use of DBU as base in the alkylation of 1, 2, 4-triazole allows for a convenient and high yielding synthesis of 1-substituted-1, 2, ...