Litcius/Paper detail

Nickel‐Catalyzed Reductive Coupling of Carboxylic Acids with Disulfides to Access Thioesters

Wu Kang, Tian‐Zhang Wang, Yu‐Feng Liang

2023Advanced Synthesis & Catalysis17 citationsDOI

Abstract

Abstract A nickel‐catalyzed reductive cross coupling reaction of carboxylic acids with disulfides is described. The readily available and inexpensive carboxylic acid is activated in situ by the formation of a mixed anhydride. The transformation occurs at room temperature with wide functional group tolerance to efficiently generate structurally diverse thioesters. Moreover, the reaction tolerated a broad substrate scope, including sterically hindered of disulfides. Ultimately, this powerful method could be applied to the late‐stage functionalization for the construction of diverse thioesters, affording a convenient and practical tactic to construct carbon‐sulfur bonds.

Topics & Concepts

ChemistryCatalysisFunctional groupSteric effectsCombinatorial chemistrySubstrate (aquarium)NickelCarboxylic acidSulfurOrganic chemistryPolymerGeologyOceanographySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods