氧化芳基 C-N 键形成：通过 FeBr3 介导的分子内环化方便合成 N-氨基-3-腈基吲哚。
Oxidative aromatic C-N bond formation: convenient synthesis of N-amino-3-nitrile-indoles via FeBr3-mediated intramolecular cyclization.
机构信息
Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, P R China.
出版信息
Org Biomol Chem. 2011 May 21;9(10):3714-25. doi: 10.1039/c1ob05069a. Epub 2011 Mar 30.
PMID:21451828
Abstract
A variety of functionalized N-amino-3-nitrile-indole derivatives are obtained via an intramolecular hetero-cyclization of 2-aryl-3-substituted hydrazono-alkylnitriles using FeBr(3) as a single electron oxidant. This approach allows the N-moiety on the side-chain to be annulated to the benzene ring during the final synthetic step via direct oxidative aromatic C-N bond formation.
摘要
通过使用 FeBr(3) 作为单电子氧化剂，对 2-芳基-3-取代腙基烷基腈进行分子内杂环化反应，得到了多种官能化的 N-氨基-3-腈基吲哚衍生物。该方法允许在最后一步合成中通过直接氧化芳族 C-N 键形成，将侧链上的 N 部分环化到苯环上。
Zotero 插件