Abstract

The multistep synthesis of a prenylneoflavone through a sequence of the Mitsunobu reaction/Claisen rearrangement/olefin cross-metathesis reaction has been accomplished in 5% yield over six steps starting from commercially available 3-methoxyacetophenone. The sequence is shown to be compatible with a Pechmann condensation which proved to be a robust and cost-effective method for the assembling of the α-pyrone core. The results open doors to a general approach to the prenylneoflavone system starting from phenol and acetophenone derivatives.

Graphic abstract

中文翻译：

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通过 Pechmann 缩合/Mitsunobu 反应/Claisen 重排/烯烃交叉复分解序列组装异戊二烯新黄酮系统。

摘要

从市售的 3-甲氧基苯乙酮开始，通过一系列 Mitsunobu 反应/克莱森重排/烯烃交叉复分解反应的多步合成异戊二烯黄酮已经在六个步骤中以 5% 的收率完成。该序列被证明与 Pechmann 缩合相容，这被证明是组装 α-吡喃酮核心的稳健且具有成本效益的方法。该结果为从苯酚和苯乙酮衍生物开始的异戊二烯新黄酮系统的一般方法打开了大门。

图形摘要