Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives

作者：Husinec Suren; Savic Vladimir^*; Simic Milena; Tesevic Vele; Vidovic Dragoslav

来源：Tetrahedron Letters, 2011, 52(21): 2733-2736.

DOI：10.1016/j.tetlet.2011.03.085

• Isoquinoline
• Annulations
• 8-Oxoprotoberberine skeletons
• Synthesis

Annulation processes of isoquinoline and p-carboline compounds have been investigated leading to synthetic routes for the preparation of 8-oxoprotoberberine derivatives. The key steps combined a diene formation/Diels-Alder cycloaddition reaction to afford the targeted polycyclic skeletons. Further oxidative transformations of the cycloadducts produced the 8-oxoprotoberberine type products. The alkaloids of this class are important natural products with a wide range of biological activity and the synthethic methodology described in this paper could prove to be useful for the preparation of the D-ring functionalised derivatives.

• 出版日期2011-5-25
• 单位南阳理工学院