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首页> 外文期刊>ACS catalysis >Iron-Catalyzed Direct Olefin Diazidation via Peroxyester Activation Promoted by Nitrogen-Based Ligands
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Iron-Catalyzed Direct Olefin Diazidation via Peroxyester Activation Promoted by Nitrogen-Based Ligands

机译：通过氮基配体促进过氧基酯活化的铁催化直接烯烃止动

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摘要

We herein report an iron-catalyzed direct diazidation method via activation of bench-stable peroxyesters promoted by nitrogen-based ligands. This method is effective for a broad range of olefins and N-heterocycles, including those that are difficult substrates for the existing olefin diamination and diazidation methods. Notably, nearly a stoichiometric amount of oxidant and TMSN3 are sufficient for high-yielding diazidation for most substrates. Preliminary mechanistic studies elucidated the similarities and differences between this method and the benziodoxole-based olefin diazidation method previously developed by us. This method effectively addresses the limitations of the existing olefin diazidation methods. Most notably, previously problematic nonproductive oxidant decomposition can be minimized. Furthermore, X-ray crystallographic studies suggest that an iron-azide-ligand complex can be generated in situ from an iron acetate precatalyst and that it may facilitate peroxyester activation and the rate-determining C-N-3 bond formation during diazidation of unstrained olefins.
机译：我们在本文中通过激活由氮基配体促进的基氏稳定的过氧酯活化来报告铁催化的直接输卵法。该方法对于广泛的烯烃和N-杂环是有效的，包括难以用于现有的烯烃二胺和止动方法的底物的那些。值得注意的是，几乎一种化学计量的氧化剂和TMSN3足以用于大多数基材的高产止吐。初步机械研究阐明了本方法与先前开发的基于苯并碘氧脂的烯烃交错法的相似性和差异。该方法有效地解决了现有的烯烃重氮方法的局限性。最值得注意的是，可以最小化先前有问题的非培养氧化剂分解。此外，X射线晶体研究表明，铁 - 叠氮化物 - 配体络合物可以原位从醋酸铁预催化剂原位产生，并且它可以促进过氧酯活化，并且在非氧化烯烃的止动期间促进速率确定的C-N-3键形成。

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