Abstract
An indium-catalyzed reaction of lactones and a disilathiane leading to thiolactones is described. The direct synthesis of thiolactones from lactones with an appropriate sulfur source is one of the most attractive approaches in organic and pharmaceutical chemistry. In this context, we found an indium-catalyzed direct conversion of lactones into thiolactones in the presence of elemental sulfur and a hydrosilane via formation of the disilathiane in situ. On the basis of the previous reaction, the application utilizing the disilathiane as a sulfur source was performed herein for the efficient synthesis of a variety of thiolactone derivatives from lactones by an indium catalyst.
Highlights
The introduction of a sulfur atom to organic molecules is a significant topic in synthetic chemistry because it potentially provides complex and important sulfur-containing compounds directly
A search for an undiscovered sulfur source that could be applicable to organic sulfur chemistry is imperative, and extensive efforts have been devoted to the development of molecular transformations utilizing a novel sulfur source by many research groups far [1,2,3,4,5,6]
Our group has demonstrated that the copper-catalyzed construction of diaryl sulfides from aryl iodides and hexamethyldisilathiane, (Me3 Si)2 S [7]
Summary
The introduction of a sulfur atom to organic molecules is a significant topic in synthetic chemistry because it potentially provides complex and important sulfur-containing compounds directly. A search for an undiscovered sulfur source that could be applicable to organic sulfur chemistry is imperative, and extensive efforts have been devoted to the development of molecular transformations utilizing a novel sulfur source by many research groups far [1,2,3,4,5,6]. In this context, our group has demonstrated that the copper-catalyzed construction of diaryl sulfides from aryl iodides and hexamethyldisilathiane, (Me3 Si) S [7].
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