Methylene Blue as a Photosensitizer and Redox Agent: Synthesis of 5-Hydroxy-1<i>H</i>-pyrrol-2(5<i>H</i>)-ones from Furans
作者:Dimitris Kalaitzakis、Antonia Kouridaki、Dimitris Noutsias、Tamsyn Montagnon、Georgios Vassilikogiannakis
DOI:10.1002/anie.201500744
日期:2015.5.18
singlet‐oxygen‐initiated one‐pot transformation of readily accessible furans into 5‐hydroxy‐1H‐pyrrol‐2(5H)‐ones has been developed. The methodology was extended to the synthesis of other high‐value α,β‐unsaturated γ‐lactams. This useful set of transformations relies not only on the photosensitizing ability of methylene blue, but also on its redox properties: properties that have until now been virtually ignored
已开发出一种高效且通用的由单线态氧引发的易反应性呋喃单锅转化为5-羟基-1 H-吡咯-2(5 H)-酮的方法。该方法扩展到其他高价值的α,β-不饱和γ-内酰胺的合成。这套有用的转换不仅取决于亚甲基蓝的光敏能力,还取决于其氧化还原特性:迄今为止在合成环境中实际上已被忽略的特性。