College of Energy, Soochow Institute for Energy and Materials Innovations, Soochow University, Suzhou 215006, P. R. China.
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.
Org Lett. 2020 Jul 2;22(13):5109-5114. doi: 10.1021/acs.orglett.0c01700. Epub 2020 Jun 18.
3-Bromo-1,1,1-trifluoroacetone was first disclosed as an effective indirect trifluoromethylation reagent to construct the important 3-trifluoromethyl isocoumarin skeleton. The reaction proceeds through a ligand-promoted, iridium-catalyzed -selective C-H alkylation of benzoic acid and an intermolecular cyclization reaction promoted by silver acetate. A wide range of 3-trifluoromethyl isocoumarins can be easily obtained in moderate to good yields. Importantly, the isocoumarin skeleton can be easily formed in bioactive compounds, highlighting the importance of this reaction.
3-溴-1,1,1-三氟丙酮最初被披露为一种有效的间接三氟甲基化试剂，用于构建重要的 3-三氟甲基异噁唑骨架。该反应通过配体促进、铱催化的 -选择性 C-H 苯甲酸烷基化和醋酸银促进的分子间环化反应进行。可以以中等至良好的产率轻松获得多种 3-三氟甲基异噁唑。重要的是，异噁唑骨架可以很容易地在生物活性化合物中形成，突出了该反应的重要性。
