Diastereoselective Synthesis of Tetrahydroquinolines Bearing Oxindole Scaffolds via Annulation of
<i>in Situ</i>
Generated
<i>p</i>
‐Quinone Methides
作者:Junwei Wang、Lei Zhao、Lin Zhao、Xiang Pan、Cheng Lv、Ying Zhi、Ai Wang、Kun Zhao、Lihong Hu
DOI:10.1002/adsc.202000436
日期:2020.7.16
diastereoselective [4+2] annulation reaction between in situ generated p‐quinone methides and isatin‐derived enoates has been developed. In the presence of manganese dioxide as an oxidant, a variety of tosylaminophenyl‐substituted p‐quinone methide intermediates can be readily generated in an in situ fashion. Without pre‐preparation of p‐QMs, this unprecedented cascade reaction proceeds efficiently under
已经开发了原位生成的对苯二酚甲基化物与异黄酮衍生的烯酸酯之间的非对映选择性[4 + 2]环化反应。在使用二氧化锰作为氧化剂的情况下,可以很容易地以原位方式生成各种甲苯磺酰基氨基苯基取代的对苯醌甲基化物中间体。如果不预先制备p - QM,这种前所未有的级联反应将在温和条件下有效地进行,从而提供了一条直接路线,可以以高收率合成带有3,3'-螺氧并吲哚骨架的4-苯基取代的四氢喹啉。