通过氧化脱芳构化-自由基环化再芳构化方法形成稠合芳族结构。
Formation of Fused Aromatic Architectures via an Oxidative Dearomatization - Radical Cyclization Rearomatization Approach.
作者信息
Vitaku Edon, Njardarson Jon T
机构信息
Department of Chemistry and Biochemistry, University of Arizona, Tucson, AZ 85721, USA.
出版信息
Tetrahedron Lett. 2015 Jun 3;56(23):3550-3552. doi: 10.1016/j.tetlet.2015.01.110.
A new mild C-C bond forming cyclization approach of catechol derivatives is reported. This approach relies on an initial dearomatization step using lead (IV) acetate followed by a carefully controlled radical cyclization step, which under the reaction conditions also facilitates rearomatization. Triethylborane is the key to the success of this reaction as it enables the reaction to proceed at low temperatures and is also believed to aid rearomatization. The amount and ratio of triethylborane and reducing agent (tributyltinhydride) that is employed as well as the concentration the reaction is run at are all essential to the success of this new approach.
报道了一种新的温和的邻苯二酚衍生物形成碳-碳键的环化方法。该方法依赖于使用醋酸铅（IV）进行的初始去芳构化步骤，随后是精心控制的自由基环化步骤，在反应条件下这一步骤也有助于再芳构化。三乙基硼烷是该反应成功的关键，因为它能使反应在低温下进行，并且据信也有助于再芳构化。所使用的三乙基硼烷和还原剂（三丁基氢化锡）的量和比例以及反应进行时的浓度对于这种新方法的成功都是至关重要的。
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