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Nickel-Catalyzed Decarbonylative Thioetherification of Carboxylic Acids with Thiols
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-06-18 , DOI: 10.1021/acs.joc.2c00866
Tianhao Xu 1 , Xingyu Zhou 1 , Xiong Xiao 1 , Yan Yuan 1 , Long Liu 1 , Tianzeng Huang 1 , Chunya Li 1 , Zhi Tang 1 , Tieqiao Chen 1
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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.

中文翻译:

镍催化羧酸与硫醇的脱羰硫醚化反应

开发了一种镍催化的羧酸与硫醇的脱羰硫醚化反应。在该反应条件下,苯甲酸、肉桂酸和苄基羧酸与各种硫醇(包括芳香族和脂肪族硫醇)偶联生成相应的硫醚,收率高达 99%。此外,该反应还可用于3-甲基黄酮-8-羧酸、丙磺舒、氟灭酸等生物活性分子的修饰,以及杀螨剂氯苯苷的合成。这些结果很好地证明了这种新反应在有机合成中的潜在合成价值。
更新日期:2022-06-18
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