期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 49, 页码 14960-14964出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201508340
关键词
acridones; arynes; ligand control; multicomponent reactions; phenanthridinones
资金
- NBRPC 973 Program [2015CB856600]
- NSFC [21472050, 21272075]
- NCET [120178]
- DFMEC [20130076110023]
- Fok Ying Tung Education Foundation [141011]
- program for Shanghai Rising Star [15QA1401800]
- Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning
- Changjiang Scholar and Innovative Research Team in University
A palladium-catalyzed regiodivergent C-1 insertion multicomponent reaction involving aryne, CO, and 2-iodoaniline is established to construct the scaffolds of phenanthridinone and acridone alkaloids. Regioselective control is achieved under the guidance of selective ligands. The phenanthridinones are solely obtained under ligand-free condition. In comparison, application of the electron-abundant bidentate ligand dppm afforded the acridones with high efficiency. The release rate of the aryne from the precursor assists the regioselectivity of insertion as well, which was revealed through interval NMR tracking. A plausible mechanism was suggested based on the control experiments. Representative natural products and two types of natural product analogues were synthesized divergently through this tunable method.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据