Crich David, Grant Daniel
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Il 60607-7061.
Tetrahedron Lett. 2008 Apr 28;49(18):2999-3003. doi: 10.1016/j.tetlet.2008.02.174.
The intramolecular radical aromatic substitution of heteroaryl sulfones by tethered aryl radicals has been investigated as a source of alkyl radicals. The 1-(2-iodobenzyl)benzimidazole-2-sulfonyl system was found to be the most effective, while a tetrazole-based system did not undergo the desired radical aromatic substitution at all. Application of the benzimidazole-based system to the generation of alkyl radical and their subsequent use in radical cyclizations was demonstrated.
通过连接的芳基自由基对杂芳基砜进行分子内自由基芳香取代反应已作为烷基自由基的一种来源进行了研究。发现1-(2-碘苄基)苯并咪唑-2-砜体系最为有效,而基于四唑的体系根本不发生所需的自由基芳香取代反应。展示了基于苯并咪唑的体系在生成烷基自由基及其随后用于自由基环化反应中的应用。