Nickel-Catalyzed Decarbonylative Thioetherification of Carboxylic Acids with Thiols
Tianhao Xu, Xingyu Zhou, Xiong Xiao, Yan Yuan, Long Liu, Tianzeng Huang, Chunya Li, Zhi Tang, Tieqiao Chen
Abstract
A nickel-catalyzed decarbonylative thioetherification of carboxylic acids with thiols was developed. Under the reaction conditions, benzoic acids, cinnamic acids, and benzyl carboxylic acids coupled with various thiols including both aromatic and aliphatic ones produce the corresponding thioethers in up to 99% yields. Moreover, this reaction was applicable to the modification of bioactive molecules such as 3-methylflavone-8-carboxylic acid, probenecid, and flufenamic acid, and the synthesis of acaricide chlorbenside. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis.
Topics & Concepts
ChemistryCatalysisCarboxylic acidBenzoic acidOrganic chemistryNickelCinnamic acidSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganoselenium and organotellurium chemistry