Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction
Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction
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N-芳基四氢异喹啉的双C-H官能化：通过可见光诱导氧化和逆电子需求氮杂-狄尔斯-阿尔德反应高度非对映选择性合成二苯并[a,f]喹嗪
DOI：
10.1039/c5cc08833j
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发表时间：
2016
影响因子：
4.9
通讯作者：
Xu Peng-Fei
中科院分区：
文献类型：
--
作者：
Xu Guo-Qiang;Li Chen-Guang;Liu Ming-Qian;Cao Jian;Luo Yong-Chun;Xu Peng-Fei
本文描述的是在逆电按需aza-Diels-Alder反应中由可见光光催化氧化产生的铝中间体应用的第一个例子。n -芳基四氢异喹啉的C(sp3) -H和C(sp2) -H键的双重功能化为获得具有高非对映选择性的多环提供了一个有价值的例子。
Described herein is the first example of the application of an iminium intermediate generated by visible-light photocatalyzed oxidation in an inverse electron-demand aza-Diels–Alder reaction. This dual functionalization of both C(sp3)–H and C(sp2)–H bonds of N-aryl tetrahydroisoquinolines represents a valuable example for access to polycycles with high diastereoselectivity.