Thiofunctionalization of Silyl Enol Ether: An Efficient Approach for the Synthesis of β-Keto Sulfides

TL;DR

This paper presents a new, efficient method to synthesize β-keto sulfides using silyl enol ether without catalysts or additives.

Contribution

A catalyst- and additive-free approach for synthesizing β-keto sulfides from silyl enol ether is introduced.

Findings

The method allows rapid and efficient formation of C–S bonds under mild conditions.

A broad range of substrates was successfully used to synthesize 31 target compounds.

High yields of up to 95% were achieved for the synthesized β-keto sulfides.

Abstract

β-Keto sulfides are a class of compounds containing both carbonyl (C=O) and thioether (C–S–C) functionalities, exhibiting significant potential in the field of medicinal chemistry. This study employs the silyl enol ether as the substrate, enabling the formation of C–S bonds under catalyst- and additive-free conditions, thereby facilitating the efficient synthesis of β-keto sulfides. The reaction proceeds rapidly and efficiently, exhibiting a broad substrate scope, and a total of 31 target compounds were synthesized with up to 95% yields.

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