使用甲基作为新输入物的 Povarov 型反应：通过 I2 介导的形式 [3 + 2 + 1] 环加成直接合成取代的喹啉。
Povarov-type reaction using methyl as new input: direct synthesis of substituted quinolines by I2-mediated formal [3 + 2 + 1] cycloaddition.
机构信息
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Wuhan 430079, P. R. China.
出版信息
Org Lett. 2014 Sep 5;16(17):4582-5. doi: 10.1021/ol502134u. Epub 2014 Aug 13.
A highly efficient molecular iodine mediated formal [3 + 2 + 1] cycloaddition reaction for the direct synthesis of substituted quinolines from methyl ketones, arylamines, and styrenes is developed. The methyl group of the methyl ketone represents uniquely reactive input in the Povarov reaction. A self-sequenced iodination/Kornblum oxidation/Povarov/aromatization mechanism has been proposed as a possible reaction sequence to account for the results observed in this study.
一种高效的分子碘介导的[3 + 2 + 1]环加成反应，用于从甲基酮、芳胺和苯乙烯直接合成取代的喹啉。甲基酮的甲基代表了 Povarov 反应中独特的反应性输入。提出了一个自序列碘化/Kornblum 氧化/Povarov/芳构化机制作为可能的反应序列，以解释本研究中观察到的结果。
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