通过光介导的 - 碘代丁二酰亚胺与 - 苄基丙烯酰胺的螺环化反应，可获得氮杂螺[4.5]癸-6,9-二烯-3,8-二酮。
Photomediated Spirocyclization of -Benzyl Propiolamide with -Iodosuccinimide for Access to Azaspiro[4.5]deca-6,9-diene-3,8-dione.
机构信息
College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, China.
State Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, Nanjing 211800, China.
出版信息
J Org Chem. 2022 Jul 1;87(13):8445-8457. doi: 10.1021/acs.joc.2c00579. Epub 2022 Jun 9.
A metal- and oxidant-free route for affording azaspiro[4.5]deca-6,9-diene-3,8-dione via photomediated iodinated spirocyclization of -(4-methoxybenzyl) propiolamide has been developed. The reaction underwent a radical addition/-cyclization/dearomatization process at room temperature and successfully constructed C-C and C-I bonds. This green and convenient approach could be generally expanded to produce a range of iodinated spirocyclization products in moderate to good yields.
通过 -(4-甲氧基苄基)丙炔酰胺的光介导碘化螺环化反应，开发了一种无需金属和氧化剂即可合成氮杂螺[4.5]癸-6,9-二烯-3,8-二酮的方法。该反应在室温下经历了自由基加成/环化/去芳构化过程，成功构建了 C-C 和 C-I 键。这种绿色、便捷的方法可以广泛扩展，以中等至良好的收率生成一系列碘代螺环化产物。
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