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钯催化通过碳氢键活化与二氟卡宾转移合并实现芴-9-酮的组装

Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C-H Activation and Difluorocarbene Transfer.

作者信息

Liu Xiaobing, Sheng Heyun, Zhou Yao, Song Qiuling

机构信息

Institute of Next Generation Matter Transformation, College of Materials Science & Engineering and College of Chemical Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen 361021, Fujian, P. R. China.

College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002, Hubei, P. R. China.

出版信息

Org Lett. 2021 Apr 2;23(7):2543-2547. doi: 10.1021/acs.orglett.1c00467. Epub 2021 Mar 22.

Abstract

We disclose a novel Pd-catalyzed assembly of fluoren-9-ones by merging of C-H activation and difluorocarbene transfer. ClCFCOONa served as a difluorocarbene precursor to be harnessed as a carbonyl source in this transformation. The current protocol enables us to afford fluoren-9-ones in high yields with excellent functional group compatibility, which also represents the first example of using difluorocarbene as a coupling partner in transition-metal-catalyzed C-H activation.

摘要

我们公开了一种通过碳氢活化与二氟卡宾转移相结合的新型钯催化芴-9-酮的合成方法。在该转化反应中,氯代甲酸乙酯钠用作二氟卡宾前体,作为羰基源。目前的方法使我们能够以高收率得到芴-9-酮,且具有优异的官能团兼容性,这也是在过渡金属催化的碳氢活化中使用二氟卡宾作为偶联伙伴的首个实例。

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