Facile and Mild Reduction of Sulfoxides to Sulfides with TiCl₄/Sm System

A facile and efficient procedure for the deoxygenation of sulfoxides to sulfides with the HfCl4/Zn system

“…[19] In this regard, deoxygenations of sulfoxides are readily performed with low-valent tungsten, molybdenum and titanium generated from WCl 6 , MoCl 5 and TiCl 4 in the presence of metal (Zn, In and Sm). [20][21][22] In continuation of our efforts toward low-valent metal reagents for organic transformations, [23][24][25][26] mild conditions. Recently, HfCl 4 has been well explored as a Lewis acid in promoting organic transformation.…”

Reductive Cleavage of the S–Si Bond in Arylsulfanyltrimethylsilanes: a Novel Method for the Synthesis of Unsymmetrical Sulfides†

“…Since organic sulfur compounds have become increasingly useful and important in organic synthesis, 5,6 convenient preparations of appropriate sulfides have been developed continuously [7][8][9][10][11] For example, sulfoxides are reduced to sulfides with the Cp 2 TiCl 2 /Sm or TiCl 4 /Sm 7,8 system, while the reaction between benzyl chloride and thiols in the presence of a modified montmorillonite clay containing 3-aminopropyltriethoxysilane has also been reported. 10 Here we report that SmI 2 reduces arylsulfanyltrimethylsilanes to samarium arylthiolates under a nitrogen atmosphere.…”