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钴催化的氧化 C-H 活化:策略与概念。

Cobalt-Catalyzed Oxidative C-H Activation: Strategies and Concepts.

机构信息

College of Pharmacy and Biological Engineering, Chengdu University, Chengdu, 610106, P. R. China.

Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Chengdu, 610052, P. R. China.

出版信息

ChemSusChem. 2020 Jul 7;13(13):3306-3356. doi: 10.1002/cssc.202000024. Epub 2020 May 26.

Abstract

Inexpensive cobalt-catalyzed oxidative C-H functionalization has emerged as a powerful tool for the construction of C-C and C-Het bonds, which offers unique potential for transformative applications to modern organic synthesis. In the early stage, these transformations typically required stoichiometric and toxic transition metals as sacrificial oxidants; thus, the formation of metal-containing waste was inevitable. In contrast, naturally abundant molecular O has more recently been successfully employed as a green oxidant in cobalt catalysis, thus considerably improving the sustainability of such transformations. Recently, a significant momentum was gained by the use of electricity as a sustainable and environmentally benign redox reagent in cobalt-catalyzed C-H functionalization, thereby preventing the consumption of cost-intensive chemicals while at the same time addressing the considerable safety hazards related to the use of molecular oxygen in combination with flammable organic solvents. Considering the unparalleled potential of the aforementioned approaches for sustainable green synthesis, this Review summarizes the recent progress in cobalt-catalyzed oxidative C-H activation until early 2020.

摘要

廉价钴催化的氧化 C-H 功能化已成为构建 C-C 和 C-Het 键的有力工具,为现代有机合成的变革性应用提供了独特的潜力。在早期,这些转化通常需要化学计量和有毒的过渡金属作为牺牲氧化剂;因此,金属废物的形成是不可避免的。相比之下,最近,丰富的分子氧已成功地被用作钴催化中的绿色氧化剂,从而大大提高了这些转化的可持续性。最近,在钴催化的 C-H 功能化中使用电力作为可持续和环境友好的氧化还原试剂获得了显著的进展,从而防止了成本高昂的化学品的消耗,同时解决了与使用易燃有机溶剂结合的分子氧相关的相当大的安全隐患。考虑到上述方法在可持续绿色合成方面的无与伦比的潜力,本综述总结了截至 2020 年初钴催化氧化 C-H 活化的最新进展。

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