Department of Chemistry, University of Pittsburgh , 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, United States.
Org Lett. 2017 Mar 3;19(5):1116-1119. doi: 10.1021/acs.orglett.7b00141. Epub 2017 Feb 16.
MPC1001 is a potent anticancer natural product that contains a violaceic acid moiety. Herein we report the total synthesis of the natural product violaceic acid and its derivative. In this approach, a triazene-directed Ullman coupling proved to be highly effective. We converted the triazene to a hydroxy group by means of a palladium-catalyzed reaction. Treatment of the triazene with trifluoroacetic acid generated an arenediazonium ion that produced an aryl radical, leading to the protodediazoniation and a tricyclic product.
MPC1001 是一种有效的抗癌天然产物,含有一个紫罗酮酸部分。在此,我们报告了天然产物紫罗酮酸及其衍生物的全合成。在这种方法中,三氮烯导向的乌尔曼偶联被证明是非常有效的。我们通过钯催化反应将三氮烯转化为羟基。用三氟乙酸处理三氮烯生成芳基重氮离子,产生芳基自由基,导致原重氮化和三环产物。