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镍催化实现芳香胺的发散性区域选择性Csp-H二氟甲基化反应

Divergent Regioselective Csp-H Difluoromethylation of Aromatic Amines Enabled by Nickel Catalysis.

作者信息

Gou Quan, Chen Qianqiong, Tan Qiujian, Zhu Minghong, Huang Huisheng, Deng Mengjiao, Yi Wei, He Shuhua

机构信息

School of Chemistry and Chemical Engineering, Yangtze Normal University, Chongqing 408100 China.

Fuling Hospital, Chongqing University, Chongqing 408000 China.

出版信息

Org Lett. 2022 May 20;24(19):3549-3554. doi: 10.1021/acs.orglett.2c01262. Epub 2022 May 6.

Abstract

Herein, the first catalytic protocol for nickel-catalyzed or position difluoromethylation of various aromatic amines has been developed with the assistance of a bidentate phosphine ligand, offering an invaluable synthesis means to construct extensive -difluoromethylated products and difluorooxindole derivatives with significant functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional-group compatibility, late-stage difluoromethylation of pesticides, and even formal synthesis of HDAC6 inhibitors further demonstrate the usefulness of this method.

摘要

在此,在双齿膦配体的辅助下,开发了用于各种芳香胺的镍催化邻位或间位二氟甲基化的首个催化方案,为构建具有大量官能团片段的二氟甲基化产物和二氟氧化吲哚衍生物提供了一种非常有价值的合成方法。此外,克级反应、广泛的底物范围、优异的官能团兼容性、农药的后期二氟甲基化以及甚至HDAC6抑制剂的形式合成进一步证明了该方法的实用性。

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