Institut Curie, UMR CNRS 176 , 26 rue d'Ulm, 75005 Paris, France.
Org Lett. 2014 Sep 5;16(17):4570-3. doi: 10.1021/ol5021256. Epub 2014 Aug 18.
A Ag-catalyzed versatile and efficient access to 1H,1-arylisochromenes is reported. Starting from ortho-alkynylbenzaldehydes bearing various substitution patterns on the benzaldehyde and alkynyl units, the use of silver triflate (10 mol %) allowed a domino hydroarylation/cycloisomerization reaction process, leading to aryl-functionalized 1H-isochromene (>10 compounds, 80-98% yields). Notably, the reaction conditions were also compatible with benzaldehydes bearing an aliphatic-substituted alkynyl moiety with modest to good yields (34-88%, 10 compounds).
报道了一种 Ag 催化的、通用的、高效的合成 1H,1-芳基异色烯的方法。该方法以具有各种取代模式的邻位-炔基苯甲醛为起始原料,使用三氟甲磺酸银(10 mol%),可以通过串联的氢芳基化/环异构化反应过程,得到芳基官能化的 1H-异色烯(>10 个化合物,80-98%的收率)。值得注意的是,反应条件也与带有脂肪族取代炔基部分的苯甲醛兼容,产率中等至良好(34-88%,10 个化合物)。