101985-83-5Relevant academic research and scientific papers
Ready Decarboxylation of Imines of α-Keto Acids. Mechanism and Application to Thioamide Synthesis
Aly, Moustafa F.,Grigg, Ronald
, p. 1523 - 1524 (1985)
α-Keto acids are readily decarboxylated via imine formation with primary and/or secondary amines even when imine-enamine isomerisation can occur; the process is thought to involve an intermediate zwitterion which can be trapped by sulphur to give thioamides in excellent yield.
A multipathway coupled domino strategy: I2-mediated oxidative thionation for direct synthesis of thiobenzamides from miscellaneous substrates
Li, Hong-Zheng,Xue, Wei-Jian,Yin, Guo-Dong,Wu, An-Xin
, p. 5843 - 5846 (2015)
An efficient iodine-mediated multipathway coupled domino reaction has been developed for the synthesis of thiobenzamides from benzylamines, benzylamines/aldehydes, and N-alkyl benzylamines under the same reaction conditions. This approach combines two consecutive domino processes in one pot using iodine as the oxidant.
H-β-zeolite catalyzed transamidation of carboxamides, phthalimide, formamides and thioamides with amines under neat conditions
Rao, Sadu Nageswara,Chandra Mohan, Darapaneni,Adimurthy, Subbarayappa
, p. 95313 - 95317 (2015/11/24)
Efficient transamidation of unactivated carboxamides, phthalimides, formamides and thioamides with amines under solvent-free conditions using H-β-zeolite as a green and recyclable heterogeneous catalyst is described. Easy work up, high purity of the products, recyclability and environmentally-friendly nature of the catalyst are the attractive features of the present methodology. This is the first report for the transamidation of thioamides under heterogeneous conditions.
A novel deprotection/functionalisation sequence using 2,4- dinitrobenzenesulfonamide: Part 2
Messeri, Tommaso,Sternbach, Daniel D.,Tomkinson, Nicholas C. O.
, p. 1673 - 1676 (2007/10/03)
Treatment of a series of 2,4-dinitrobenzenesulfonamides with either hydroxamic acids, dithioacids, or dithiocarbamic acids leads directly to the corresponding ureas, thioamides and thioureas respectively.
X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 20. DECARBOXYLATION OF α-IMINO ACIDS. MECHANIZM AND APPLICATIONS TO THIOAMIDE SYNTHESIS
Aly, Moustafa F.,Grigg, Ronald
, p. 7271 - 7282 (2007/10/02)
α-Imino acids, prepared from α-keto acids and primary amines, undergo facile decarboxylation to the corresponding imines on heating at =80 deg C in benzene or methylene chloride.Decarboxylation proceeds via a 1,2-ylide which can be trapped by sulphur to give the corresponding secondary thioamides in good yield. 1,2-Ylides from secondary amines and α-keto acids can be generated in situ and trapped with sulphur to give tertiary thioamides in excellent yield.
