Reductive Olefin Bicyclo[1.1.0]butane Coupling Enabled by Iron Hydride Hydrogen Atom Transfer

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-09-25 DOI:10.1021/acscatal.4c04837

Guang Chen, Dayu Tian, Xiaocheng Wang, Hai-Jun Zhang

引用次数: 0

Abstract

Here, we present the reductive olefin bicyclo[1.1.0]butane coupling method enabled by iron hydride hydrogen atom transfer. Thus, readily available olefins can serve as competent C(sp³)-centered radical precursors, reacting with bicyclo[1.1.0]butanes under an ambient atmosphere to deliver valuable alkylated cyclobutanes. More than 40 examples are presented with a wide range of substrates, demonstrating the mildness of this operationally simple protocol. Most importantly, this method allows the rapid synthesis of cyclobutane analogues for bioactive compounds that would otherwise be difficult to access.

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通过氢化铁氢原子转移实现还原性烯烃双环[1.1.0]丁烷偶联

在这里，我们介绍了通过氢化铁氢原子转移实现的还原性烯烃双环[1.1.0]丁烷偶联方法。因此，现成的烯烃可以作为合格的 C(sp3)中心自由基前体，在环境气氛下与双环[1.1.0]丁烷反应，生成有价值的烷基化环丁烷。文中介绍了 40 多个例子，涉及多种底物，证明了这种操作简单的方法的温和性。最重要的是，这种方法可以快速合成生物活性化合物的环丁烷类似物，否则很难获得这些化合物。

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.