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芳香族和脂肪族甲氧基酰胺与苯并三唑的交叉脱氢N-N偶联反应

Cross-Dehydrogenative N-N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles.

作者信息

Vemuri Pooja Y, Patureau Frederic W

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.

出版信息

Org Lett. 2021 May 21;23(10):3902-3907. doi: 10.1021/acs.orglett.1c01034. Epub 2021 May 11.

DOI:10.1021/acs.orglett.1c01034
PMID:33974802
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8155566/
Abstract

Nitrogen-nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N-H/N-H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N-N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed.

摘要

含氮-氮键的结构单元在生物活性化合物和有机材料中普遍存在。然而,分子间的杂原子选择性N-H/N-H氧化偶联反应仍然极具挑战性,且在很大程度上尚未得到探索。在此,我们报道了一种前所未有的、简单的酰胺与苯并三唑的杂原子选择性交叉脱氢N-N偶联反应,仅使用高价碘物种作为终端氧化剂。文中讨论了该反应的适用范围和反应机理研究。

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