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Simple and Rapid p-Methoxybenzylation of Hydroxy and Amide Groups at Room Temperature by NaOt-Bu and DMSO
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2019-10-12 , DOI: 10.1016/j.tetlet.2019.151277
Shohei Hamada , Koichi Sugimoto , Masashi Iida , Takumi Furuta

The p-methoxybenzylation of hydroxy and amide groups by p-methoxybenzyl chloride utilizing NaOt-Bu in DMSO is described. p-Methoxybenzylation of sterically hindered menthol using NaOt-Bu in DMSO proceeded faster than the commonly used methods which use NaH in THF or DMF for p-methoxybenzylation of hydroxy and amide groups. The described method was applicable for sterically hindered substrates at room temperature without adding any activating reagents such as tetrabutylammonium iodide.



中文翻译:

NaO t -Bu和DMSO在室温下简单快速地羟基和酰胺基进行甲氧基基化反应

p被羟基和酰胺基团的-methoxybenzylation p甲氧基苄基氯利用的NaO-Bu在DMSO中描述。在DMSO中使用NaO t -Bu对位阻薄荷醇进行甲氧基基化的过程比在THF或DMF中使用NaH对羟基和酰胺基进行甲氧基苄基化的常用方法进行得更快。所描述的方法适用于室温下受阻的底物,而无需添加任何活化剂,例如四丁基碘化铵。

更新日期:2019-10-12
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