A Unique Skeletal Rearrangement of a Bicyclo[3.3.1]nonanetrione to a Tetrahydroquinolin-2(1H)-one System
A Unique Skeletal Rearrangement of a Bicyclo[3.3.1]nonanetrione to a Tetrahydroquinolin-2(1H)-one System
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双环[3.3.1]壬三酮到四氢喹啉-2(1H)-酮系统的独特骨架重排
DOI：
10.1055/s-0037-1610187
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发表时间：
2018
期刊：
影响因子：
2
通讯作者：
Li Jian-Xin
中科院分区：
文献类型：
--
作者：
Shen Qi;Liu Fang;Zhang Yu-Chao;Wang Jie;Zhang Lei;Wang Yue;Xu Hong-Xi;Shao Zhuzhou;Cao Yang;Wu Jing;Liang Yong;Li Jian-Xin
摘要报道了在TsOH存在下，由双环[3.3.1]壬三酮与氨基醇反应生成4-羟基四氢喹啉-2（1H）-酮的反应。通过DFT计算研究了这种转变的机理。该反应为合成高度官能化的4-羟基四氢喹啉-2（1H）-酮提供了一个途径。
Abstract The unexpected formation of a 4-hydroxytetrahydroquinolin-2(1H)-one from a bicyclo[3.3.1]nonanetrione system and an amino alcohol in the presence of TsOH is reported. The mechanism of this transformation was studied by DFT calculations. The reaction provides an entry to the synthesis of highly functionalized 4-hydroxytetrahydroquinolin-2(1H)-ones.