Synthesis of 1,4-Dihydroquinolines and 4H-Chromenes via Organocatalytic Domino Aza/Oxa-Michael/1,6-Addition Reactions of para-Quinone Methides and Ynals.,The Journal of Organic Chemistry

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Synthesis of 1,4-Dihydroquinolines and 4H-Chromenes via Organocatalytic Domino Aza/Oxa-Michael/1,6-Addition Reactions of para-Quinone Methides and Ynals.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-08-11 , DOI: 10.1021/acs.joc.0c01315
Junwei Wang ₁ , Quanjin Rong ₁ , Lei Zhao ₁ , Xiang Pan ₁ , Lin Zhao ₁ , Kun Zhao ₁ , Lihong Hu ₁

Affiliation

An organocatalytic domino aza/oxa-Michael/1,6-addition reaction of ortho-tosylaminophenyl or ortho-hydroxyphenyl-substituted para-quinone methides and ynals has been developed. In the presence of 20 mol % of morpholine, this unprecedented cascade reaction occurs readily in good yield (up to 99%), providing a highly efficient synthetic approach to synthetically valuable 1,4-dihydroquinolines and 4H-chromenes.

中文翻译：

通过有机催化多米诺骨牌Aza / Oxa-Michael / 1,6-对-醌醌甲基和Ynals加成反应合成1,4-二氢喹啉和4H-Chromenes。

已经开发了邻甲苯磺酰基氨基苯基或邻羟基苯基取代的对苯醌甲基化物和ynals的有机催化多米诺氮杂/ oxa-Michael / 1,6-加成反应。在20摩尔％的吗啉存在下，这种空前的级联反应容易以高收率（高达99％）发生，从而为合成有价值的1,4-二氢喹啉和4 H-色烯提供了高效的合成方法。

更新日期：2020-09-05

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