钯催化的溴代二氟乙酸乙酯与芳基溴化物或三氟甲磺酸酯的交叉偶联反应，以及溴代氟乙酸乙酯与芳基碘化物的交叉偶联反应。
Palladium-Catalyzed Cross-Coupling of Ethyl Bromodifluoroacetate with Aryl Bromides or Triflates and Cross-Coupling of Ethyl Bromofluoroacetate with Aryl Iodides.
机构信息
School of Pharmaceutical Sciences, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University , Beijing 100084, China.
Medicinal Chemistry, Genomics Institute of the Novartis Research Foundation , San Diego, California 92121, United States.
出版信息
Org Lett. 2017 May 19;19(10):2610-2613. doi: 10.1021/acs.orglett.7b00938. Epub 2017 May 3.
A palladium-catalyzed Negishi cross-coupling reaction of ethyl bromodifluoroacetate with aryl bromides or aryl triflates to construct C(sp)-CF bonds is described. The reaction was conducted under mild reaction conditions, and no preparation of organozinc reagents is required. This is the first report encompassing the conversion of aryl triflates into products containing C-CF bonds. In addition, the construction of C(sp)-CHF bonds was achieved under mild conditions via a cross-coupling of aryl iodides with ethyl bromofluoroacetate.
描述了钯催化的溴代二氟乙酸乙酯与芳基溴化物或芳基三氟甲磺酸酯的 Negishi 交叉偶联反应，构建了 C(sp)-CF 键。该反应在温和的反应条件下进行，不需要制备有机锌试剂。这是第一个涵盖将芳基三氟甲磺酸酯转化为含有 C-CF 键的产物的报告。此外，通过芳基碘化物与溴代氟乙酸乙酯的交叉偶联反应，在温和条件下实现了 C(sp)-CHF 键的构建。
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