The Journal of Organic Chemistry

Fluoride-or alkoxide-induced reaction of 1-[(trimethylsilyl) methyl] azoles with carbonyl compounds

S Shimizu, M Ogata

Index: Shimizu, Sumio; Ogata, Masaru Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3897 - 3900

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Citation Number: 20

Abstract

0022-3263/86/1951-3897 $01.50/0 0 our synthetic project on orally active antifungal azoles, this structure prompted us to study the reaction of carbonyl compounds with azolylmethyl carbanions 2. Lithiation of 1-alkylazoles occurs at ring positions, 2 exceptionally at NC, of the alkyl radi~ al.~-'O 1-Methylpyrazole was lithiated at the N-methyl group in competition with the 5-position; however, 1, 5-dimethylpyrazole was lithiated at the N-methyl group. 4 ...