透過您的圖書館登入
IP:18.119.126.80
  • 學位論文

無過渡金屬催化腈基團 :通過良好的反應選擇性,進行C-C鍵斷裂和苯甲醯基遷移以合成苯并茀

Highly Chemoselective Transition-Metal-Free Activation of Nitrile : A Facile Synthesis of Benzofluorenes via C-C Scission and Benzoyl Group Migration

指導教授 : 王志鉦
本文將於2024/08/20開放下載。若您希望在開放下載時收到通知,可將文章加入收藏

摘要


此研究中開發了以 TfOH/HFIP 共同催化起始物,最後發現了雙分子間的[5+1]環化聚合反應。此方法擁有良好的反應選擇性,方便操作,在溶劑不需特別除水,無過渡金屬的條件下,即可活化腈基團進行反應。值得注意的是,反應為一鍋化反應,不僅具有廣泛的官能基耐受性,在克級反應下,亦有著良好的產率。

並列摘要


TfOH/HFIP cooperative-catalyzed intramolecular [5+1] cyclodimerization reaction of (E)-2-benzoyl-3-(2-(phenylethynyl)phenyl)acrylonitrile has been disclosed. This highly regio- and chemoselective, operationally simple open air, nonanhydrous solvents protocol occurs exclusively under transition-metal-free conditions through the nitrile activation. Notably, this metal-free strategy is compatible with a diverse range of functional group with synthetically useful yields, even on gram scales to assemble a rare class of stacked architectures final products in one pot reaction.

參考文獻


1. Madhuresh, et. al.; Der Pharma Chemica, 2016, 8(3):91-100
2. www.chemicalbook.com/ChemicalProductProperty_CN_CB0421049.htm
3. Erik, J. S. et. al.; Org. Lett. 2017, 19, 1140-1143
4. www.organic-chemistry.org/namedreactions/kolbe-nitrile-synthesis.shtm
5. www.organic-chemistry.org/namedreactions/rosenmund-von-braun-reaction.shtm

延伸閱讀