[2-(Trimethylsilyl) ethoxy] methyl (SEM) as a novel and effective imidazole and fused aromatic imidazole protecting group

…, DP Matthews, JR McCarthy

文献索引：Whitten, Jeffrey P.; Matthews, Donald P.; McCarthy, James R. Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1891 - 1894

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被引用次数: 71

摘要

Treatment of the anion of 7 with DMF or methyl disulfide resulted in 21% to 23% yield of monosubstituted biimidazoles 13 and 12-17% of disubstituted biimidazoles 12. The mono- (13) and disubstituted (12) compounds were separable be flash chromatography. These results parallel those found on metalation of SEM-pyrrole. 8 Deprotection of the SEM- biimidazoles 12 and 13 with dilute acid gave 14 and 15 (R= CHO, SMe) in excellent yields.