24815-46-1Relevant articles and documents
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 study of the Willgerodt-Kindler reaction to obtain thioamides and α-ketothioamides under solvent-less conditions
Valdez-Rojas, Jose Ernesto,Rios-Guerra, Hulme,Ramirez-Sanchez, Alma Leticia,Garcia-Gonzalez, Guadalupe,Alvarez-Toledano, Cecilio,Lopez-Cortes, Jose Guadalupe,Toscano, Ruben A.,Penieres-Carrillo, Jose Guillermo
supporting information; experimental part, p. 567 - 573 (2012/08/08)
In this paper, the results obtained in the synthesis of thioamides and α-ketothioamides by a modification of the Willgerodt-Kindler reaction, under solvent-free and noncatalyst conditions using IR energy as a source of activation, are presented. The use of IR energy in these reactions has been shown to lead to a mixture of thioamide and α-ketothioamide as the main products in most cases, with the latter predominating. The yields of α-ketothioamides from most of these reactions are better than those reported previously. To the best of our knowledge, this is the first time that IR energy has been applied to promote the Willgerodt-Kindler reaction.
A convenient one-pot preparation of N-substituted thioamides
Pandey, Lokesh Kumar,Pathak, Uma,Mazumder, Avik,Mathura, Sweta
experimental part, p. 1225 - 1228 (2010/12/20)
A convenient one-pot preparation of N-substituted thioamides from acyl halides, amines and H2O/PSCl3/Et3N in good to excellent yield has been reported through a solvent-free, microwave assisted method.