ALKYLATION AND ACYLATION OF THE 1,2,3-TRIAZOLE RING

Trimethylsilylation of 1,2,3-triazole regioselectively proceeded to gi ve 2-trimethylsilyl-2H-1,2,3-triazole, which was treated with primary alkyl halides in the presence of tetrabutylammonium fluoride to give 1 -alkyl-1H-1,2,3-triazoles as a sole product, 1-Methyl-5-substituted 1H -1,2,3-triazoles were prepared by alkylation of 5-lithio-1-methyl-1H-1 ,2,3-triazole, and 1-methyl-4-substituted 1H-1,2,3-triazoles were obta ined by alkylation of 4-lithio-1-methyl-5-phenylthio-1H-1,2,3-triazole followed by reductive desulfurization.