A Tandem Ring‐Opening/Michael Addition/Ring‐Closure Sequence for the Regiospecific Synthesis of 5‐Hydroxy‐4,5‐dihydroisoxazoles

Wang Xuesong; Chen Yu; Chen Xin; Zhang Xueying; Guan Weiwei; Li Youbin

摘要

Abstract >An effective and highly regiospecific strategy for the synthesis of 5‐hydroxy‐4,5‐dihydroisoxazoles is described via a tandem reaction including ring‐opening, Michael addition, and ring‐closure in one pot under mild conditions. Diverse structural 5‐hydroxy‐4,5‐dihydroisoxazoles were afforded in up to 96% yield for 21 examples. This strategy is highly efficient, environmentally friendly, and metal free. </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> >通过在温和条件下的一个罐中包括环开口，迈克尔加成和闭环，通过串联反应描述了合成5-羟基-4,5-二羟基异氧脱石的有效和高度特异性的策略。多种结构5-羟基-4,5-二羟基异恶唑得到高达96％的产率为21例。这种策略是高效，环保的和无金属。</ 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8期</span><b style="margin: 0 2px;">|</b> <span>共5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=Wang Xuesong&option=202" target="_blank" rel="nofollow">Wang Xuesong;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chen Yu&option=202" target="_blank" rel="nofollow">Chen Yu;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chen Xin&option=202" target="_blank" rel="nofollow">Chen Xin;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zhang Xueying&option=202" target="_blank" rel="nofollow">Zhang Xueying;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Guan Weiwei&option=202" target="_blank" rel="nofollow">Guan Weiwei;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Li Youbin&option=202" target="_blank" rel="nofollow">Li Youbin;</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>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 P. R. China;</p> <p>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 P. R. China;</p> <p>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 P. R. China;</p> <p>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 P. R. China;</p> <p>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 P. R. China;</p> <p>Hainan Provincial Key Laboratory of R&</p> <p>D of Tropical Herbs Haikou Key Laboratory of Li Nationality Medicine and School of PharmacyHainan Medical UniversityHaikou 571199 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=isoxazoles&option=203" rel="nofollow">isoxazoles;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=regioselectivity&option=203" rel="nofollow">regioselectivity;</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=synthetic methods&option=203" rel="nofollow">synthetic methods;</a> </p> <div class="translation"> 机译：Isoxazoles;区域选择性;串联反应;合成方法; </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/0704022774381.html">A Tandem Ring‐Opening/Michael Addition/Ring‐Closure Sequence for the Regiospecific Synthesis of 5‐Hydroxy‐4,5‐dihydroisoxazoles</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wang Xuesong&option=202" target="_blank" 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1998</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/02031225481.html">5-芳基异恶唑环的三嗪类衍生物的合成研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=龚昕&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 龚昕</a> <span> . 2014</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120113101833.html">S-（5,5-二甲基-4,5-二氢异恶唑-3-基）乙硫酸乙酯及其合成方法和应用</a> <b>[P]</b> . <span> 中国专利： CN113135867A </span> <span> . 2021-07-20</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120107627214.html">用于制备4-氨基-1-((1S，4R，5S)-2-氟-4，5-二羟基-3-羟甲基-环戊-2-烯基)-1H-嘧啶-2-酮的方法</a> <b>[P]</b> . <span> 中国专利： CN105143191A </span> <span> . 2015-12-09</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130443671819.html">A negative-type light 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style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：乘用车的电动机的环形元件的环形段的连接装置，在径向外部形成环形段的封闭连接，用于将一个环形段与另一环形段覆盖的封闭结构 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130422747821.html">METHOD OF CONTROLLING ADVERSE GRAINS COMPRISING A HERBICIDE EFFECTIVE COMPOSITION COMPRISING A PRESENT SALT OF 4-ALO-METHYL-3- (4,5-DIHYDROISOXAZOLE-3-YL) -4-METH LSULFONYL-BENZOYLU-1-METHYL-5-HYDROXY -1H -pyrazole.</a> <b>[P]</b> . <span> 外国专利：  AT551902T </span> <span> . 2012-04-15</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：控制由有效除草剂组成的除草剂的有效方法，该除草剂包括有效的4-（甲基）-3-（4,5-二甲苯基异恶唑-3-基）-4-甲基亚磺酰基-苯甲酰基-1-甲基-5-羟基-盐1H-吡唑。 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" 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