Synthesis and Application of Imidazole Derivatives. Introduction of Carbogenic Substituents into the 5-Position of 1-Methyl-1H-imidazole

Shunsaku OHTA; Tetsuya YAMAMOTO; Ikuo KAWASAKI; Masayuki YAMASHITA; Hideo KATSUMA; Rieko Nasako; Kazuhiro KOBAYASHI; Kazuo OGAWA

doi:10.1248/cpb.40.2681

太田俊作, 山本徹也, 川崎郁勇, 山下正行, 勝間英雄, 名迫理恵子, 小林和弘, 小川和男

著者情報

キーワード: lithiation, 1-methyl-1H-imidazole, X-ray crystallography, lithium 2, 2, 6, 6-tetramethylpiperidide, 1-methyl-2-phenylthio-1H-imidazole, carbanion, electrophile, desulfurization

ジャーナルフリー

1992 年 40 巻 10 号 p. 2681-2685

DOI https://doi.org/10.1248/cpb.40.2681

詳細

抄録

The 5-position of 1-methyl-2-phenylthio-1H-imidazole (12a) was lithiated by lithium 2, 2, 6, 6-tetramethylpiperidide, and the produced carbanion was reacted with various electrophiles to give the corresponding 5-substituted derivatives in good yields. The reaction position was confirmed by ¹H-NMR spectroscopy and X-ray crystallography. The phenylthio group of the 5-substituted compounds could be easily removed by treatment with Raney-nickel.

責任著者(Corresponding author)

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