Pham Van-Can, Chavasiri Warinthorn, Radtanajiravong Lalita
Centre of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
Department of Chemistry, School of Science, University of Phayao, Phayao 56000, Thailand.
Org Biomol Chem. 2024 Mar 13;22(11):2307-2312. doi: 10.1039/d3ob02118a.
Phytic acid is abundant in various plant-based foods and is considered agricultural waste. Here, we demonstrate the effectiveness of this organophosphorus acid as a sustainable catalyst for the direct amination reactions of allylic alcohols. This approach is successfully performed in air using technical grade solvents, affording allylanilines in moderate to excellent yields. Challenging electron-rich anilines react effectively, and their corresponding Friedel-Crafts side products can be minimised under the optimised reaction conditions. A variety of asymmetrically substituted allylic alcohols are tolerated, while the scope is extended to amide, and -, - and -nucleophiles.
植酸在各种植物性食物中含量丰富，被视为农业废弃物。在此，我们证明了这种有机磷酸作为烯丙醇直接胺化反应的可持续催化剂的有效性。该方法在空气中使用工业级溶剂成功进行，以中等至优异的产率得到烯丙基苯胺。具有挑战性的富电子苯胺能有效反应，并且在优化的反应条件下，其相应的傅克副产物可减至最少。各种不对称取代的烯丙醇都能适用，同时反应范围扩展到了酰胺以及 -、 - 和 - 亲核试剂。
