Department of Chemistry and Biochemistry, Queens College and the Graduate Center of the City University of New York, 65-30 Kissena Boulevard, Flushing, New York 11367, United States.
J Org Chem. 2013 Mar 15;78(6):2579-88. doi: 10.1021/jo302794z. Epub 2013 Mar 1.
A facile synthetic route toward pharmaceutically interesting 1-aminoisoquinoline derivatives by gold(III)-mediated domino reactions is described. This synthetic protocol starts from readily available 2-alkynylbenzamides and ammonium acetate and takes place under mild reaction conditions compatible with a variety of functional groups. A plausible mechanism for the domino process is proposed, supported by the reaction of a possible intermediate, N-(3-phenyl-1H-isochromen-1-ylidene)propan-1-amine.
本文描述了一种通过金(III)介导的串联反应来合成具有药用价值的 1-氨基异喹啉衍生物的简便方法。该合成方案以易得的 2-炔基苯甲酰胺和醋酸铵为起始原料,在温和的反应条件下进行,兼容多种官能团。通过可能的中间体 N-(3-苯基-1H-异喹啉-1-亚基)丙-1-胺的反应,提出了一种对串联反应合理的反应机理。