Visible‐Light‐Enabled Selective Oxidation of Primary Alcohols through Hydrogen‐Atom Transfer and its Application in the Synthesis of Quinazolinones

Xia Qiangqiang; Shi Zuodong; Yuan Jiangpei; Bian Qilong; Xu Yuanqing; Liu Baoying; Huang Yongwei; Yang Xiaobo; Xu Hao

摘要

Abstract > A visible‐light‐enabled selective oxidation of alcohols to aldehydes has been developed under transition‐metal‐free conditions. Utilizing eosin Y as the direct hydrogen‐atom transfer (HAT) photocatalyst and molecular oxygen as the terminal oxidant, both aromatic and aliphatic aldehydes could be obtained in moderate to good yields. Using this approach, various quinazolinones, including two real drug molecules, were easily synthesized from the corresponding o ‐aminobenzamides and alcohols. </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> > 在无渡金属条件下开发了一种使能够对醛的醇的可见光选择性氧化。利用eosin Y作为直接氢原子转移（帽子）光催化剂和分子氧作为末端氧化剂，可以以中等至良好的产率获得芳族和脂族醛。使用这种方法，各种喹唑啉酮，包括两个真实药物分子，容易从相应的 o </ i> - 氨基苯甲酰胺和醇。 </ 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10期</span><b style="margin: 0 2px;">|</b> <span>共9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=Xia Qiangqiang&option=202" target="_blank" rel="nofollow">Xia Qiangqiang;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Shi Zuodong&option=202" target="_blank" rel="nofollow">Shi Zuodong;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yuan Jiangpei&option=202" target="_blank" rel="nofollow">Yuan Jiangpei;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bian Qilong&option=202" target="_blank" rel="nofollow">Bian Qilong;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Xu Yuanqing&option=202" target="_blank" rel="nofollow">Xu Yuanqing;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liu Baoying&option=202" target="_blank" rel="nofollow">Liu Baoying;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Huang Yongwei&option=202" target="_blank" rel="nofollow">Huang Yongwei;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yang Xiaobo&option=202" target="_blank" rel="nofollow">Yang Xiaobo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Xu Hao&option=202" target="_blank" rel="nofollow">Xu Hao;</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>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 China;</p> <p>Institute of Catalysis for Energy and EnvironmentShenyang Normal UniversityShenyang Liaoning 110034 China;</p> <p>Institute of Functional Organic Molecular EngineeringHenan UniversityKaifeng 475004 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=Visible-light-enabled&option=203" rel="nofollow">Visible-light-enabled;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Selective Oxidation&option=203" rel="nofollow">Selective Oxidation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Hydrogen-atom Transfer&option=203" rel="nofollow">Hydrogen-atom Transfer;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Primary Alcohol&option=203" rel="nofollow">Primary Alcohol;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Quinazolinone&option=203" rel="nofollow">Quinazolinone;</a> </p> <div class="translation"> 机译：启用可见光;选择性氧化;氢原子转移;伯醇;喹唑啉酮; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704022774355.html">Visible‐Light‐Enabled Selective Oxidation of Primary Alcohols through Hydrogen‐Atom Transfer and its Application in the Synthesis of Quinazolinones</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Xia Qiangqiang&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Xia Qiangqiang,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Shi 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2000</span><span> ,第1期</span> </span> </div> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-journal-cn_chinese-journal-applied-chemistry_thesis/0201290952129.html">以喹唑啉酮为核心高选择高灵敏识别次氯酸根离子的荧光探针的合成及应用</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=张成路&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 张成路</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=暴金迪&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,暴金迪</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=于丰铭&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,于丰铭</a> <span> <a href="/journal-cn-54377/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 应用化学 </a> </span> <span> . 2021</span><span> ,第008期</span> </span> </div> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-journal-cn_chinese-journal-catalysis_thesis/0201280713619.html">可见光催化喹喔啉-2(1H)-酮与醇C(sp2)−H/O−H交叉脱氢偶联反应</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=谢龙勇&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 谢龙勇</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘艺舒&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,刘艺舒</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=丁红汝&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,丁红汝</a> <span> <a href="/journal-cn-28399/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 催化学报 </a> </span> <span> . 2020</span><span> ,第008期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-8470_thesis/020222147087.html">Pd催化下2,4-二苯基喹唑啉的高选择性C-H活化氟化合成多氟喹唑啉衍生物</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=彭以元&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 彭以元</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=黄萍&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,黄萍</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=杨琴&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,杨琴</a> <span> <a href="/conference-cn-8470/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 中国化学会第十二届全国氟化学会议 </a> <span> <span> . 2012</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020313153826.html">可见光促进的TEMPO催化伯醇选择性氧化和利用苄胺氧化合成喹唑啉的反应研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘东旺&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 刘东旺</a> <span> . 2013</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061204380370.html">一种选择性合成多取代二氢喹唑啉酮或喹唑啉酮的方法</a> <b>[P]</b> . <span> 中国专利： CN110372611B </span> <span> . 2021.05.04</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120101235484.html">一种选择性合成多取代二氢喹唑啉酮或喹唑啉酮的方法</a> <b>[P]</b> . <span> 中国专利： CN110372611A </span> <span> . 2019-10-25</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130435062885.html">Selective oxidation of primary alcohols comprises reacting copper with a ligand e.g. pyridine; adding 2,2,6,6-tetramethylpiperidin-1-oxyl and sodium hydroxide; introducing oxygen or air and adding the primary alcohol</a> <b>[P]</b> . <span> 外国专利：  AT501929B1 </span> <span> . 2007-04-15</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：伯醇的选择性氧化包括使铜与配体例如碳原子反应。吡啶加入2,2,6,6-四甲基哌啶-1-氧基和氢氧化钠;引入氧气或空气并添加伯醇 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130461918354.html">Procedure for the production of olefins."This Invention relates to a method for producing Light Olefins that are less than 5 Carbon Atoms.Characterized in that it comprises: (a) contacting Hydrogen and carbon oxide in at least a first reaction ZoneAt conditions effective to react Chemically Hydrogen and carbon oxide and to produce a product that comprises Methanol in the effluent from the first reaction Zone; (b) to COntact substantially all of the effluent from the first reaction Zone, a Second reaction Zone containing a Solid Catalyst, three-dimensional, MicroporousCrystal of small pores to conditions effective to promote the conversion of methanol to olefins and producing the Light Olefins in the effluent from the second reaction Zone; (c) to retrieve aThe effluent Product enriched in Olefins, The reaction Zone; and (d) to submit at least one Hydrogen and at least one carbon oxide, the effluent from the second reaction ZoneThe Step (a).</a> <b>[P]</b> . <span> 外国专利：  MX167629B </span> <span> . 1993-03-31</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：生产烯烃的方法。本发明涉及一种生产少于5个碳原子的轻烯烃的方法。其特征在于，它包括：（a）在至少一个第一反应区中在有效的条件下使氢和二氧化碳接触。使氢与碳氢化合物发生化学反应，并在第一反应区的废水中产生包含甲醇的产物;（b）使第一反应区的基本上所有废水，包含固体催化剂的第二反应区，孔的三维微孔晶体到有效地促进甲醇转化为烯烃并在第二反应区的废水中产生轻烯烃的条件;（c）回收富含烯烃的废水产物（反应区）;和（ d）从第二反应区流出至少一种氢气和至少一种碳氧化物的步骤（a）。 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130407962609.html">PROCESS FOR PREPARING MESOPOROUS CARBON LOADED WITH CATALYTICALLY ACTIVE METAL AND/OR METAL OXIDE NANOPARTICLES FOR THE SELECTIVE TRANSFER HYDROGENATION OF ALPHA-BETA-UNSATURATED ALDEHYDES TO UNSATURATED ALCOHOLS</a> <b>[P]</b> . <span> 外国专利：  EP3251747A1 </span> <span> . 2017-12-06</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：制备负载有催化活性金属和/或金属氧化物纳米粒子的介孔碳的方法，用于将α-贝塔-不饱和醛选择性转移加氢成不饱和醇 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704022774355','4',7,2,1,'',this,24)" class="delivery" prompt="010401" title="通过人工服务将文献原文发送至邮箱" >获取原文</div> <div class="journalsub-pop-up" style="display: none"> <div class="journal-sub"> <h2>期刊订阅</h2> <img src="https://cdn.zhangqiaokeyan.com/img/loginclose.png" alt="关闭" 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