29682-83-5Relevant articles and documents
Photochemical Reaction of N,N-Dialkyl-α,β-unsaturated Thioamides
Sakamoto, Masami,Kimura, Makoto,Shimoto, Tadanori,Fujita, Tsutomu,Watanabe, Shoji
, p. 1214 - 1215 (1990)
Irradiation of N,N-dibenzyl-α,β-unsaturated thioamides leads to cyclisation involving γ-hydrogen abstraction by the alkene unit via a zwitterionic intermediate.
Direct thionation and selenation of amides using elemental sulfur and selenium and hydrochlorosilanes in the presence of amines
Shibahara, Fumitoshi,Sugiura, Rie,Murai, Toshiaki
supporting information; experimental part, p. 3064 - 3067 (2009/12/05)
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. Thlonation and selenation of an acetyl-protected sialic acid derivative are found to take place selectively at the amide group.
A new versatile one-pot synthesis of functionalized thioamides from Grignards, carbon disulfide and amines
Katritzky,Moutou,Yang
, p. 1497 - 1505 (2007/10/02)
The one-pot successive reactions of Grignard reagents with carbon disulfide and amines mediated by 1-trifluoromethylsulfonylbenzotriazole or triflic anhydride, provide an attractive and general route to thioamides. A wide variety of amines (primary alkyl, arylalkyl, secondary alkyl, cyclic amines, aniline, N-substituted anilines, heterocyclic amidines, amino alcohols, amino ethers, amino acetals, amino ketones, amino esters, amino amides (peptides), aminoalkenes, and diamines) and Grignards (primary alkyl, arylalkyl, aryl, secondary alkyl and tertiary alkyl) can be used, and thioamides are generally formed in good to moderate yields.