DBU 介导的 2-芳基-3-硝基-2H-色烯与 1,3-环己二酮的环化反应合成苯并呋喃[2,3-c]色酮衍生物。
DBU-mediated annulation of 2-aryl-3-nitro-2H-chromenes with 1,3-cyclohexanediones for the synthesis of benzofuro[2,3-c]chromenone derivatives.
机构信息
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou, 225002, People's Republic of China.
College of Basic Medicine, Jining Medical University, Jining, 272067, People's Republic of China.
出版信息
Mol Divers. 2020 Feb;24(1):191-200. doi: 10.1007/s11030-019-09939-2. Epub 2019 Mar 23.
The DBU-mediated annulations of 2-aryl-3-nitro-2H-chromenes with 1,3-cyclohexanediones have been developed. This reaction involves a highly efficient domino sequence consisting of regioselective intermolecular Michael addition, intramolecular nucleophilic addition and aromatization as key unit steps. The reaction appears to be general for a variety of 2-aryl-3-nitro-2H-chromenes and tolerates the presence of aromatic moieties with electron-withdrawing and electron-donating substituents. This transformation provides a straightforward synthetic protocol for constructing benzofuro[2,3-c]chromenone derivatives.
DBU 介导的 2-芳基-3-硝基-2H-色烯与 1,3-环己二酮的环化反应已经被开发出来。该反应涉及一个高度有效的多米诺序列，由区域选择性的分子间迈克尔加成、分子内亲核加成和芳香化作为关键单元步骤组成。该反应似乎对各种 2-芳基-3-硝基-2H-色烯具有普遍性，并能耐受具有吸电子和给电子取代基的芳基部分的存在。这种转化为构建苯并呋喃[2,3-c]色烯酮衍生物提供了一种直接的合成方案。
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