Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1, av de la Terrasse, 91198 Gif-sur-Yvette, France.
Faculty of chemistry, VNU University of Science, Vietnam National University in Hanoi, 19 Le Thanh Tong, Hanoi, Viet Nam.
Org Biomol Chem. 2022 Sep 21;20(36):7226-7231. doi: 10.1039/d2ob01343f.
3-Arylquinoxaline-2-thiones were conveniently synthesized three-component oxidative condensation of acetophenones with -phenylenediamines and sulfur in DMSO in the presence of piperidine as a catalyst. The products could be readily isolated from the reaction mixture by simple precipitation and washing with methanol. This set of reaction conditions applied to higher homologs of acetophenones as well as benzyl phenyl ketones led to 2,3-di--substituted quinoxalines. Further functionalization of 3-phenylquinoxaline-2-thione reaction on the thione group could be readily performed to provide quinoxaline derivatives in good yields.
3-芳基喹喔啉-2-硫酮可通过在 DMSO 中，在哌啶作为催化剂的条件下，使苯乙酮、对苯二胺和硫进行三组分氧化缩合方便地合成。产物可通过简单沉淀和用甲醇洗涤从反应混合物中轻易分离。这组反应条件适用于苯乙酮以及苄基苯甲酮的高同系物，得到 2,3-二取代喹喔啉。3-苯基喹喔啉-2-硫酮的进一步官能化可通过硫酮基团上的反应轻易进行，以良好的收率提供喹喔啉衍生物。
