Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water.,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water.
Organic Letters ( IF 4.9 ) Pub Date : 2020-05-22 , DOI: 10.1021/acs.orglett.0c01357
Xinwei He _{1,

2} , Mengqing Xie ₁ , Ruxue Li ₁ , Pui Ying Choy ₂ , Qiang Tang ₁ , Yongjia Shang ₁ , Fuk Yee Kwong ₂

Affiliation

A DBU-catalyzed one-pot cascade reaction of propargylamines and water for the synthesis of flavanones has been developed. This process proceeds via a sequence of 1,4-conjugate addition of water to alkynyl o-quinone methide (o-AQM), followed by the alkyne–allene isomerization and subsequent intramolecular oxa-Michael addition. This strategy provides a convenient method for accessing a broad range of flavanones in good to excellent yields with good functional-group tolerance, in particular, the reactive halo functional groups.

中文翻译：

经由炔丙基胺与水之间的级联1,4-共轭加成/氧杂-迈克尔加成组装黄酮的有机催化方法。

已经开发了一种DBU催化的炔丙胺和水的一锅级联反应，用于合成黄烷酮。该过程是通过依次将水以1,4-共轭加成到炔基邻苯二甲酰甲基甲烷（o -AQM）上，然后进行炔烃-丙二烯异构化和随后的分子内氧杂-Michael加成反应。该策略提供了一种方便的方法，可以以良好的产率获得具有良好的官能团耐受性的宽泛的黄烷酮，特别是反应性卤素官能团。

更新日期：2020-05-22

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南