Nickel-Catalyzed Metathesis between Carboxylic Acids and Thioesters: A Direct Access to Thioesters
Qiumin Xie, Anhui Wei, Ziding Liu, Qian Yan, Xiuli Zhang, Bao Gao
Abstract
We describe a unique strategy for generating thioesters from carboxylic acids and thioesters. This transformation features operational simplicity and high step-economy, wherein the -SR moiety of thioesters was smoothly transferred to carboxylic acid from thioacetates as the starting material. Various substrates with different levels of electronic nature were all applicable to this reaction, furnishing thioesters in moderate to outstanding yields. According to the preliminary mechanistic studies, the anhydride intermediates may be involved in the present reaction.
Topics & Concepts
ChemistryMoietyThioesterCatalysisCombinatorial chemistryCarboxylic acidSalt metathesis reactionMetathesisOrganic chemistryEnzymePolymerPolymerizationSynthetic Organic Chemistry MethodsSulfur-Based Synthesis TechniquesChemical Synthesis and Analysis