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绕过氨:从氮到无氮中间体或过渡金属的氮杂环。

Bypassing Ammonia: From N to Nitrogen Heterocycles without N Intermediates or Transition Metals.

作者信息

Weber Marco, Kupfer Thomas, Arrowsmith Merle, Dewhurst Rian D, Rang Maximilian, Ritschel Benedikt, Titlbach Sven, Ernst Martin, Rodrigues Marieli O, da Silva Júnior Eufrânio N, Braunschweig Holger

机构信息

Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

出版信息

Angew Chem Int Ed Engl. 2024 May 21;63(21):e202402777. doi: 10.1002/anie.202402777. Epub 2024 Apr 11.

DOI:10.1002/anie.202402777
PMID:38501403
Abstract

Diboradiazene compounds, derived in one step from the boron-mediated reduction of dinitrogen (N), were treated separately with sulfur and acetic anhydride, providing heterocyclic compounds that are BN isosteres of thiophene and 1,3-oxazole, respectively. These simple reactions represent the final steps in two-step routes to complex heterocycles from N that both circumvent the need for transition metal reagents and completely bypass the traditional intermediate ammonia.

摘要

通过硼介导的氮气(N₂)还原一步制得的二硼二氮烯化合物,分别与硫和乙酸酐反应,得到了分别为噻吩和1,3-恶唑的BN等电子体的杂环化合物。这些简单反应代表了从氮气合成复杂杂环的两步路线中的最后一步,这两条路线既避免了使用过渡金属试剂的需要,又完全绕过了传统中间体氨。

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