烯烃加氢官能化使铁催化的sp3-sp3偶联成为可能

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-07-18 DOI:10.1016/j.tet.2025.134835

Lan Tian , Muneer-ul-Shafi Bhat , Xiao-Yi Chen , Yu-Long Li , Wei Shu

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引用次数: 0

摘要

过渡金属催化烯烃的氢化功能化是碳-碳和碳杂原子键形成的一种使能技术，为构建饱和碳中心提供了一种强大的替代方案。为此，铁催化烯烃的加氢官能化为sp3-sp3交叉偶联事件提供了很好的机会。金属-氢原子转移（MHAT）使烯烃成为可靠的烷基自由基前体，随后与不同的sp3偶联伙伴偶联，形成无数的sp3-sp3键。该反应避开了sp3亲核试剂对sp3-sp3交叉偶联的化学计量，以烯烃的sp3-sp3偶联为特征。本文综述了铁催化烯烃加氢官能化sp3-sp3偶联反应的研究进展和机理。讨论了在这一领域进一步考虑新反应的发展和方向。我们希望这篇综述能够为铁催化烯烃在亲核试剂存在下形成sp3-sp3键的反应模式提供新的见解，并为这一领域的研究提供新的思路和努力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Fe-catalyzed sp3-sp3 coupling enabled by hydrofunctionalizations of alkenes

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Fe-catalyzed sp3-sp3 coupling enabled by hydrofunctionalizations of alkenes

Transition-metal-catalyzed hydrofunctionalizations of alkenes are emerging as an enabling technique for carbon-carbon and carbon-heteroatom bond formation, providing a powerful alternative to build saturated carbon centers. To this end, Fe-catalyzed hydrofunctionalizations of alkenes offer a great opportunity for sp³-sp³ cross-coupling event. Metal-hydrogen atom transfer (MHAT) from iron hydride to alkenes enables alkenes as reliable alkyl radical precursors, followed by coupling with different sp³ coupling partners to forge a myriad of sp³-sp³ bonds. This reaction circumvents the use of stoichiometric sp³ nucleophiles for sp³-sp³ cross-coupling, featuring the sp³-sp³ coupling from alkenes. This review summarizes the development and mechanistic understanding of Fe-catalyzed sp³-sp³ coupling by hydrofunctionalization of alkenes. Further consideration on this area for new reaction development and orientations are discussed. We hope this review will provide insight into this iron-catalyzed reaction mode to forge sp³-sp³ bonds from alkenes in the presence of nucleophiles and inspire new thoughts and efforts to this area.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.