Nickel‐Catalyzed Thiocarbonylation of Aryl Iodides with Dialkyl Disulfides for the Synthesis of Thioesters

Abstract

A nickel‐catalyzed molybdenum‐promoted carbonylative synthesis of thioesters between aryl iodides and dialkyl disulfides has been developed. This method provides a novel and practical route to aryl thioesters under CO‐gas‐free conditions. Using Mo(CO)6 as a solid CO source, many thioesters were obtained in moderate yields without expensive metals such as palladium.

Recent Advances in Nickel Catalyzed Carbonylative Reactionsviathe Insertion of Carbon Monoxide†

“…[ 41 ] Mai group also reported the synthesis of thioesters through nickel‐catalyzed carbonylation of aryl iodides, using Mo(CO) 6 as the source of carbonyl. [ 42 ]…”

Palladium-catalyzed convenient synthesis of thioesters from carboxylic acids and disulfides

“…10 d Recently, we reported the formation of nickel-catalysed C–S bonds to synthesize thioesters or thioethers using aryl iodides as substrates. 11 Herein, we establish a palladium-catalysed coupling of carboxylic acids with disulfides to form various thioesters via C–O cleavage as our continued studies on transition-metal catalysed C–S bond formation or cleavage (Scheme 1e).…”