124931-31-3Relevant academic research and scientific papers
Ni-Catalyzed Synthesis of Thiocarboxylic Acid Derivatives
Monteith, John J.,Scotchburn, Katerina,Mills, L. Reginald,Rousseaux, Sophie A. L.
, p. 619 - 624 (2022/01/20)
A Ni-catalyzed cross-coupling of readily accessible O-alkyl xanthate esters or thiocarbonyl imidazolides and organozinc reagents for the synthesis of thiocarboxylic acid derivatives has been developed. This method benefits from a fast reaction time, mild reaction conditions, and ease of starting material synthesis. The use of transition-metal catalysis to access a diverse range of thiocarbonyl-containing compounds provides a useful complementary approach when compared with previously established methodologies.
Synthesis of S-thioacyl dithiophosphates, efficient and chemoselective thioacylating agents
Doszczak, Leszek,Rachon, Janusz
, p. 1271 - 1279 (2007/10/03)
Easily available acyl dithiophosphates are not stable and isomerise reversibly to O-thioacyl monothiophosphates, especially when subjected to heating. Much slower but probably irreversible isomerisation to S-thioacyl monothiophosphates occurs. Since equilibrium states are established and S-thioacyl (mono)thiophosphates form slowly, reaction mixtures contain generally both thioacylating and acylating agents, and consequently cannot be used for efficient thioacylation. On the other hand, treatment of a mixture of isomeric anhydrides with an excess of a dithiophosphoric acid leads to exclusive formation of S-thioacyl dithiophosphates. They appear to be excellent thioacylating agents: relatively stable, inert towards water and oxygen and therefore easy to handle. Reactions with nitrogen or sulfur nucleophiles proceed very rapidly under ambient conditions, yielding respective thioacyl derivatives. Isolation of the products is very simple. Due to the low reactivity of S-thioacyl dithiophosphates towards oxygen nucleophiles they can be used for direct thioacylation of multifunctional nucleophiles with unprotected hydroxy groups. Respective thioacyl derivatives cannot readily be obtained using other methods.
Synthesis of thiobenzamides by a Willgerodt-Kindler type reaction using benzyl chlorides and secondary amines
Bhattacharya, Pranab K.,Bandyopadhyay, Soumitra,Pakrashi, Satyesch
, p. 673 - 674 (2007/10/02)
Benzyl chlorides, variously substituted at p-position react with secondary amine and sulphur under relatively mild conditions to afford N,N-disubstituted thiobenzamides in moderate to good yields.
