Alkylation and Acylation of the 1, 2, 3-Triazole Ring
1997
Trimethylsilylaion of 1, 2, 3-triazole regioselectively proceeded to give 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 obtained by alkylaiton of 4-lithio-1-methyl-5-phenylthio-1H-1, 2, 3-triazole followed by reductive desulfurization.
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