Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid†

Zhiyong Tan , Tingting Chen , Jiayi Shen , Jinbin Zhu , Weihong Zhong , Wei Guo
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Abstract

Herein, we disclose a novel carbonylative Suzuki–Miyaura reaction for the synthesis of diaryl ketones via palladium-catalyzed difluorocarbene transfer. BrCF2CO2Et was employed as a safe and effective carbonyl surrogate. CO was readily in situ generated from the reaction of H2O with intermediate PdIICF2. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with yields of up to 97%. The broad substrate scope and further synthetic applications in drugs and functional compounds indicate that this carbonylative reaction is a highly appealing strategy.

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钯催化碘芳烃和芳基硼酸合成二芳基酮的二氟化苯转移反应
在此,我们揭示了一种通过钯催化二氟碳转移合成二芳基酮的新型羰基化 Suzukii-Miyaura 反应。BrCF2CO2Et 被用作安全有效的羰基替代物。CO 很容易从 H2O 与中间体 PdII=CF2 的反应中就地生成。目前的方案为合成一系列二芳基酮提供了一种实用高效的方法,收率高达 97%。广泛的底物范围以及在药物和功能化合物中的进一步合成应用表明,这种羰基化反应是一种极具吸引力的策略。
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