氢原子转移介导的烷烃C(sp3)-H选择性官能团化研究进展

doi:10.6023/cjoc202407027

摘要/Abstract

作为一种高度原子经济性和步骤经济性的策略,通过烷烃C(sp³)-H键的官能团化,直接将烷烃转化成附加值更高的化学品,一直备受关注。然而由于烷烃C(sp³)-H键广为人知的惰性,控制非活化C(sp³)-H键官能团化的化学选择性和区域选择性是一项重大的挑战。作为一种近期重新引起关注的方法,相比以往过渡金属催化,利用氢原子转移（HAT）实现C(sp³)-H键选择性官能团化有着其独特之处。在此,我们对最近兴起的各种HAT介导的非活化C(sp³)-H键官能团化的方法进行了分析,按照官能团化的选择性分类,重点介绍了目前实现区域选择性控制的方法。最后我们总结了目前方法的局限性,并对这一领域当前的挑战和未来的发展方向进行了展望。

关键词: 氢原子转移, 非活化C(sp³)-H键, C(sp³)-H键官能团化, 区域选择性, 烷烃

As a highly atom-economical and step-economic strategy, the functionalization of alkane C(sp³)-H bonds to directly convert alkanes into higher value-added chemicals has been a subject of great interest. However, due to the well-known inertness of alkane C(sp³)-H bonds, controlling the chemical selectivity and regioselectivity of non-activated C(sp³)-H bond functionalization poses a significant challenge. Recently, the utilization of hydrogen atom transfer (HAT) for achieving selectivity in C(sp³)-H bond functionalization has attracted renewed attention as a method distinct from traditional transition metal-catalyzed approaches. In this work, we analyze various HAT-mediated non-activated C(sp³)-H bond functionalization methods, categorizing them based on selectivity of functionalization, with a focus on methods that have achieved regioselectivity control. We conclude by summarizing the current limitations of existing methods and outlook the current challenges and future directions in this field.

Key words: hydrogen atom transfer, unactivated C(sp³)-H bond, C(sp³)-H functionalization, regioselectivity, alkane

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王淼, 黄雅豪, 胡鹏. 氢原子转移介导的烷烃C(sp³)-H选择性官能团化研究进展[J]. 有机化学, doi: 10.6023/cjoc202407027.

Miao Wang, Yahao Huang, Peng Hu. Recent Advances in Hydrogen Atom Transfer Induced Selective C(sp³)-H Functionalization of Alkanes[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202407027.

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氢原子转移介导的烷烃C(sp³)-H选择性官能团化研究进展

Recent Advances in Hydrogen Atom Transfer Induced Selective C(sp³)-H Functionalization of Alkanes

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