Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal Bypass Road, Bhauri, Bhopal 462066, MP, India.
Org Lett. 2018 Jan 19;20(2):441-444. doi: 10.1021/acs.orglett.7b03776. Epub 2018 Jan 9.
A diverse array of isoquinolines and phenanthridines have been accessed by developing a two-step, one-pot method constituting regioselective palladium-catalyzed Kuwajima-Urabe α-arylation of silylenol ethers and acid-mediated deprotection, annulation, and aromatization. Structural diversity in the silylenol ethers leads to three different classes of isoquinolines and phenanthridines from which related natural products can be derived. The synthetic utility of this method by the quick assembly of the natural product trispheridine is also demonstrated.
通过开发两步一锅法，实现了区域选择性钯催化硅烯醚的 Kuwajima-Urabe α-芳基化和酸介导的去保护、环化和芳构化，从而获得了各种异喹啉和菲啶。硅烯醚的结构多样性导致了三类不同的异喹啉和菲啶，从中可以衍生出相关的天然产物。通过快速组装天然产物三螺旋醇证明了该方法的合成实用性。
