Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Wushan Rd-381, Guangzhou 510641, P. R. China.
School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.
Org Lett. 2020 Mar 20;22(6):2308-2312. doi: 10.1021/acs.orglett.0c00500. Epub 2020 Feb 28.
Herein, we present an unprecedented iridium/acid cocatalyzed construction of fused indoles via transfer hydrogenative annulation of nonactivated quinolines and 1,2-diketones. The products are assembled via initial reduction followed by selective coupling of 1,2-diketones with the N and C8 sites of the quinolyl skeleton. The developed synthetic method features operational simplicity, readily available feedstocks, applicability for streamline synthesis of functional molecules, high step and atom efficiency, and generation of water as the byproduct.
在此，我们提出了一种前所未有的铱/酸共催化方法，通过非活化喹啉和 1,2-二酮的转移氢化环化反应构建稠合吲哚。产物通过初始还原形成，然后 1,2-二酮选择性地与喹啉骨架的 N 和 C8 位进行偶联。所开发的合成方法具有操作简单、原料易得、适用于功能分子的连续合成、高步骤和原子经济性以及生成水作为副产物的特点。
