Organic letters

Direct Thionation and Selenation of Amides Using Elemental Sulfur and Selenium and Hydrochlorosilanes in the Presence of Amines

F Shibahara, R Sugiura, T Murai

文献索引：Shibahara, Fumitoshi; Sugiura, Rie; Murai, Toshiaki Organic Letters, 2009 , vol. 11, # 14 p. 3064 - 3067

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被引用次数: 43

摘要

Reactions of amides with elemental sulfur in the presence of hydrochlorosilanes and amines give the corresponding thioamides in good to high yields. The process takes place via reduction of elemental sulfur by the hydrochlorosilane in the presence of a suitable amine. The methodology can be applied to the selenation of amides by using elemental selenium. Thionation and selenation of an acetyl-protected sialic acid derivative are found to take ...