C3‐Functionalized Chromones Synthesis by Tandem C?H Elaboration and Chromone Annulation of Enaminones

Fu Leiqing; Wan Jie‐Ping

摘要

Abstract > Chromone is a heterocyclic entity presents in a number of natural products, clinical pharmaceuticals, as well as molecules with enriched biological functions. As cutting‐edge area, the synthesis of chromones has seen spectacular progress over the past decade. Among the available synthetic modes toward chromone scaffolds, the annulation of ortho ‐hydroxyphenyl functionalized N,N ‐disubstituted enaminones has turned out to be one of the most reliable and practical ones. By combining this annulation with the featured transformation of the vinyl α‐C?H bond in the enaminone structure, a large number of tandem reactions providing structurally diverse chromones with C3‐functionalization have been recently realized. As a practical strategy in the synthesis of valuable heterocyclic molecules and an important branch in the enaminone‐based organic synthesis, such synthetic reactions are highly instructive for organic chemistry and many other disciplines related to this heterocyclic moiety. Herein, we present for the first time the research advances on the synthesis of C3‐functionalized chromones via tandem vinyl C?H bond elaboration and chromone annulation of ortho ‐hydroxyphenyl functionalized tertiary enaminones. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > 铬酮是一种杂环实体，在许多天然产物，临床药物以及具有富集的生物功能的分子中存在。作为尖端区域，铬阳的合成在过去十年中看到了壮观的进展。在铬酮支架的可用合成模式中，环状 ortho </ i> - 羟基苯基官能化 n，n </ i> - 纯粹的烯胺是最可靠和最实用的烯胺。通过将该环化与烯羟烷基结构中的乙烯基α-C·H键的特异性转化相结合，最近已经实现了在具有C3官能化的结构上不同的铬化的大量串联反应。作为合成有价值的杂环分子和基于酶的有机合成中的重要分支的实际策略，这种合成反应对于有机化学和与该杂环部分相关的许多其他学科是高度有效的。在此，我们首次出现了通过串联乙烯基C-H键培养和铬酮环金对C3官能化铬酮的合成的研究进展 ortho </ i> - 羟基苯基官能化叔烯酮。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19765/'>《Asian Journal of Organic Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2019年第6期</span><b style="margin: 0 2px;">|</b><span>共10页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Fu Leiqing&option=202" target="_blank" rel="nofollow">Fu Leiqing;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wan Jie‐Ping&option=202" target="_blank" rel="nofollow">Wan Jie‐Ping;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>College of Chemistry and Chemical EngineeringJiangxi Normal UniversityNanchang 330022 P. R. China;</p> <p>College of Chemistry and Chemical EngineeringJiangxi Normal UniversityNanchang 330022 P. R. China;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1184.html" title="有机化学">有机化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=enaminones&option=203" rel="nofollow">enaminones;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=tandem reactions&option=203" rel="nofollow">tandem reactions;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chromones&option=203" rel="nofollow">chromones;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C?H activation&option=203" rel="nofollow">C?H activation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C3-substition&option=203" rel="nofollow">C3-substition;</a> </p> <div class="translation"> 机译：莴苣;串联反应;铬酮;C？H激活;C3替换; 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href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘璇&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 刘璇</a> <span> . 2016</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061201693505.html">一种利用含铬铝泥和任选的铬酸铬废渣制备铬铝鞣剂的方法</a> <b>[P]</b> . <span> 中国专利： CN103194549B </span> <span> . 2015.07.08</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120101807809.html">一种利用含铬铝泥和任选的铬酸铬废渣制备铬铝鞣剂的方法</a> <b>[P]</b> . <span> 中国专利： CN103194549A </span> <span> . 2013-07-10</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130466650438.html">CHROMONE DERIVATIVE, PRODUCTION OF SAME CHROMONE DERIVATIVE AND ANTITUMOR AGENT CONTAINING CHROMONE DERIVATIVE AS ACTIVE INGREDIENT</a> <b>[P]</b> . <span> 外国专利：  JPH02169586A </span> <span> . 1990-06-29</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：色酮衍生物，相同色酮衍生物的生产和含色酮衍生物作为活性成分的抗老剂 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130423156233.html">Chromones and chromone derivatives and uses thereof</a> <b>[P]</b> . <span> 外国专利：  US8138165B2 </span> <span> . 2012-03-20</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：色酮和色酮衍生物及其用途 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130429814028.html">CHROMONES AND CHROMONE DERIVATIVES AND USES THEREOF</a> <b>[P]</b> . <span> 外国专利：  EP1556031A4 </span> <span> . 2009-03-25</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> 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