Direct Thionation and Selenation of Amides Using Elemental Sulfur and Selenium and Hydrochlorosilanes in the Presence of Amines
F Shibahara, R Sugiura, T Murai
Index: Shibahara, Fumitoshi; Sugiura, Rie; Murai, Toshiaki Organic Letters, 2009 , vol. 11, # 14 p. 3064 - 3067
Full Text: HTML
Citation Number: 43
Abstract
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 ...
Related Articles:
[Watson, Andrew J.A.; Wakeham, Russell J.; Maxwell, Aoife C.; Williams, Jonathan M.J. Tetrahedron, 2014 , vol. 70, # 23 p. 3683 - 3690]
[Kimura, Hiroshi; Konno, Hidetoshi; Takahashi, Naomichi Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 1 p. 327 - 329]