SYNTHESIS AND APPLICATION OF IMIDAZOLE DERIVATIVES - INTRODUCTION OF CARBOGENIC SUBSTITUENTS INTO THE 5-POSITION OF 1-METHYL-1H-IMIDAZOLE

被引：32

作者：

OHTA, S ^{[1
]}

YAMAMOTO, T ^{[1
]}

KAWASAKI, I ^{[1
]}

YAMASHITA, M ^{[1
]}

KATSUMA, H ^{[1
]}

NASAKO, R ^{[1
]}

KOBAYASHI, K ^{[1
]}

OGAWA, K ^{[1
]}

机构：

[1] TAIHO PHARMACEUT CO LTD, MED RES CTR, SAITAMA 357, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1992年 / 40卷 / 10期

关键词：

LITHIATION; 1-METHYL-1H-IMIDAZOLE; X-RAY CRYSTALLOGRAPHY; LITHIUM 2,2,6,6-TETRAMETHYLPIPERIDIDE; 1-METHYL-2-PHENYLTHIO-1H-IMIDAZOLE; CARBANION; ELECTROPHILE; DESULFURIZATION;

D O I：

10.1248/cpb.40.2681

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 H-1-NMR spectroscopy and X-ray crystallography. The phenylthio group of the 5-substituted compounds could be easily removed by treatment with Raney-nickel.

引用

页码：2681 / 2685

页数：5

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