5309-97-7Relevant academic research and scientific papers
Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur
Chen, Xinzhi,Ge, Xin,Jin, Hao,Qian, Chao,Zhou, Shaodong
supporting information, p. 3403 - 3406 (2021/06/25)
A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.
A simple and direct method for converting thioamides into thioesters
Harrowven, David C.,Lucas, Matthew C.,Howes, Peter D.
, p. 1187 - 1196 (2007/10/03)
Thioamides may be transformed into thioesters through the simple expedient of warming them in an aqueous THF solution containing an alkylating agent. Reactions proceed in high yield and are amenable to multi-gram scale.
The reaction of α-amino-substituted diphenylphosphine oxide anions with elemental sulfur and selenium. A new route to thio- and selenoamides
Otten, P. A.,Gen, A. van der
, p. 499 - 506 (2007/10/02)
The lithiated anions of α-amino-substituted diphenylphosphine oxides 1, in which R can be hydrogen, aryl, alkyl and alkenyl, react with two equivalents of sulfur or selenium to form thio- and selenoamides, which can be isolated in good to excellent yields
