Acta Chim Slov. 2020 Mar;67(1):195-202.
A tandem one-pot solvent free approach for the direct conversion of benzyl alcohols to α-amino phosphonates and dihydropyrimidones is reported. The method relies on a metal free photo-oxidation of benzyl alcohols to benzaldehydes under UV irradiation using ammonium perchlorate followed by Kabachnik-Fields and Biginelli reactions. The reaction conditions are moderate and metal free with good substrate scope. The control experiments were performed to investigate the role of the ammonium perchlorate and molecular oxygen as oxidants. The quenching experiments in the presence of TEMPO and other radical quenchers suggest radical based mechanism.
本文报道了一种串联一锅无溶剂方法，可将苄醇直接转化为α-氨基膦酸酯和二氢嘧啶酮。该方法依赖于无金属的苄醇在高氯酸铵存在下的光氧化，在 UV 照射下转化为苯甲醛，然后进行 Kabachnik-Fields 和 Biginelli 反应。反应条件温和，无金属，底物适用范围广。进行了对照实验以研究高氯酸铵和分子氧作为氧化剂的作用。在 TEMPO 和其他自由基抑制剂存在下的猝灭实验表明该反应基于自由基机理。
