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C-S Bond Formation

Synthesis of            
Thiophenols Alkylthiols Benzylthiols  
Sulfides
(Thioethers)
   
Sulfides
         
S,S-Acetals,
O,S-Acetals,
and N,S-Acetals
     
Sulfoxides Sulfones      
Sulfonic Acids Sulfonyl Chlorides Sulfonamides  
    Sulfonyl Fluorides      
Thioesters
and Thioacids
       
Thiocarbamates Dithiocarbamates Thiocyanates  


Recent Literature


A multicomponent reaction involving aryl boronic acids, elemental sulfur, and P(O)H compounds provides valuable S-aryl phosphorothioates and S-aryl phosphorodithioates in excellent yields. Moreover, this method can be easily scaled up.
J. Xu, L. Zhang, X. Li, Y. Gao, G. Tang, Y. Zhao, Org. Lett., 2016, 18, 1100-1103.


Green methods based on copper-catalyzed multicomponent reactions enable the synthesis of S-aryl phosphorothioates from diaryliodonium/arenediazonium salts, elemental sulfur, and R2P(O)H compounds in very good yields at room temperature. These transformations allow the direct formation of P-S and C-S bonds in one reaction.
L. Zhang, P. Zhang, X. Li, J. Xu, G. Tang, Y. Zhao, J. Org. Chem., 2016, 81, 5566-5573.