Department of Medicinal and Applied Chemistry , Kaohsiung Medical University , Kaohsiung 807 , Taiwan.
Department of Medical Research , Kaohsiung Medical University Hospital , Kaohsiung 807 , Taiwan.
J Org Chem. 2019 Sep 20;84(18):11687-11698. doi: 10.1021/acs.joc.9b01605. Epub 2019 Sep 5.
In this paper, a novel and open-vessel route for the facile-operational synthesis of 1-aryl isochroman-3-ones is described via (CFCO)O (trifluoroacetic anhydride, TFAA)-mediated intermolecular (4 + 2) annulation of oxygenated arylacetic acids with arylaldehydes or ketones under mild reaction conditions. A plausible mechanism is proposed and discussed herein. Various reaction conditions are investigated for efficient transformation under an environmentally friendly one-pot carboxy-Pictet-Spengler reaction.
本文描述了一种新颖的、开管路线，通过（CFCO）O（三氟乙酸酐，TFAA）介导的含氧芳基乙酸与芳基醛或酮在温和反应条件下的分子间（4 + 2）环加成反应，简便地合成了 1-芳基异色满-3-酮。本文提出并讨论了一种合理的反应机理。通过环境友好的一锅羧基-Pictet-Spengler 反应，研究了各种反应条件以实现有效的转化。
