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镍催化未活化碳氢键与一氧化碳的直接羧基化反应

Ni-Catalyzed Direct Carboxylation of an Unactivated C-H Bond with CO.

作者信息

Pei Chunzhe, Zong Jiarui, Han Shanglin, Li Bin, Wang Baiquan

机构信息

State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, People's Republic of China.

出版信息

Org Lett. 2020 Sep 4;22(17):6897-6902. doi: 10.1021/acs.orglett.0c02429. Epub 2020 Aug 19.

Abstract

The transition-metal-catalyzed direct carboxylation of an unactivated C-H bond is rarely reported, and no example of catalysis using abundant and cheap nickel has been reported. In this work, the first Ni-catalyzed direct carboxylation of an unactivated C-H bond under an atmospheric pressure of CO is reported. This method affords moderate to high carboxylation yields of various methyl carboxylates under mild conditions. Preliminary mechanistic studies reveal that a Ni(0)-Ni(II)-Ni(I) catalytic cycle may be involved in this reaction.

摘要

未活化C-H键的过渡金属催化直接羧基化反应鲜有报道,且尚无使用丰富且廉价镍进行催化的实例。在本工作中,报道了首例在CO常压下镍催化未活化C-H键的直接羧基化反应。该方法在温和条件下可实现各种甲基羧酸盐的中等至高产率羧基化。初步机理研究表明,该反应可能涉及Ni(0)-Ni(II)-Ni(I)催化循环。

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