29682-83-5Relevant academic research and scientific papers
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.
Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides
Villo, Piret,Kervefors, Gabriella,Olofsson, Berit
, p. 8810 - 8813 (2018/08/17)
Reactions of secondary thioamides with diaryliodonium salts under basic, transition metal-free conditions resulted in chemoselective S-arylation to provide aryl thioimidates in good to excellent yields. Equimolar amounts of thioamide, base and diaryliodonium salt were sufficient to obtain a diverse selection of products within short reaction times. Reactions with thiolactams delivered N-arylated thioamides in good yield at room temperature.
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.
Copper-catalyzed oxidative desulfurization-oxygenation of thiocarbonyl compounds using molecular oxygen: An efficient method for the preparation of oxygen isotopically labeled carbonyl compounds
Shibahara, Fumitoshi,Suenami, Aiko,Yoshida, Atsunori,Murai, Toshiaki
, p. 2354 - 2356 (2008/02/09)
A novel copper-catalyzed oxidative desulfurization reaction of thiocarbonyl compounds, using molecular oxygen as an oxidant and leading to formation of carbonyl compounds, has been developed, and the utility of the process is demonstrated by its application to the preparation of a carbonyl-18O labeled sialic acid derivative. The Royal Society of Chemistry.
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.
