Stevens Christian V, Van Meenen Ellen, Eeckhout Yves, Vanderhoydonck Bart, Hooghe Wim
Research Group SynBioC, Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Belgium.
Chem Commun (Camb). 2005 Oct 14(38):4827-9. doi: 10.1039/b508424e. Epub 2005 Sep 2.
The halogen atom transfer radical cyclization (HATRC) has been evaluated on N-(indolylmethyl)trichloroacetamides under Cu(I)Cl catalysis using nitrogen containing ligands. The ring closure leads to the formation of 3,3-spiro-3H-indoles in moderate to good yields by a 5-exo-mechanism. Derivatives with an N-electron withdrawing substituent also lead to a 5-exo-trig and not to a 6-endo-trig cyclization.
在含氮配体存在下，以氯化亚铜（Cu(I)Cl）为催化剂，对N-(吲哚基甲基)三氯乙酰胺进行了卤原子转移自由基环化反应（HATRC）研究。环化反应通过5-外环机理以中等至良好的产率生成3,3-螺-3H-吲哚。带有吸电子取代基的衍生物也会发生5-外环-三角环化反应，而非6-内环-三角环化反应。
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