Synthesis of
<i>Aza</i>
‐Rocaglates via ESIPT‐Mediated (3+2) Photocycloaddition
作者:Wenyu Wang、Regina Cencic、Luke Whitesell、Jerry Pelletier、John A. Porco
DOI:10.1002/chem.201602953
日期:2016.8.16
Synthesis of aza‐rocaglates, nitrogen‐containing analogues of the rocaglate natural products, is reported. The route features ESIPT‐mediated (3+2) photocycloaddition of 1‐alkyl‐2‐aryl‐3‐hydroxyquinolinones with the dipolarophile methyl cinnamate. A continuous photoflow reactor was utilized for photocycloadditions. An array of compounds bearing the hexahydrocyclopenta[b]indole core structure was synthesized
据报道,氮杂-rocaglates的合成是rocaglate天然产物的含氮类似物。这条路线的特点是ESIPT介导的1-烷基-2-芳基-3-羟基喹啉酮与双极性亲子肉桂酸甲酯的(3 + 2)光环加成反应。将连续的光流反应器用于光环加成。合成了一系列带有六氢环戊[ b ]吲哚核心结构的化合物,并在翻译抑制试验中进行了评估。