Fletcher Stephen P, Clive Derrick L J, Peng Jianbiao, Wingert David A
Chemistry Department, University of Alberta, Edmonton, Alberta, Canada T6G 2G2.
Org Lett. 2005 Jan 6;7(1):23-6. doi: 10.1021/ol047977j.
p-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignard reagent and acid effects rearomatization to produce benzo-fused nitrogen heterocycles 4.
对碘苯酚及其邻甲氧基甲基(O-MOM)保护的醚可以转化为碘代胺2。在甲醇存在下,这些碘代胺与高价碘化物氧化反应生成交叉共轭酮3,并且这些酮会发生自由基环化反应。将产物暴露于酸中或依次用格氏试剂和酸处理会发生再芳构化反应,生成苯并稠合的氮杂环4。