Synthesis and characterization of active cuprous oxide particles and their catalytic application in 1,2,3‐triazole synthesis via alkyne‐azide cycloaddition reaction in water

Sawkmie Micky Lanster; Paul Dipankar; Kalita Gitumoni; Agarwala Khushboo; Maji Pradip K.; Chatterjee Paresh Nath

摘要

Abstract > Active cuprous oxide materials are synthesized from CuSO <sub>4</sub> .5H <sub>2</sub> O using sodium stannite as reducing agent in the presence of various stabilizers, viz., cetyl trimethyl ammonium bromide, sodium dodecyl sulphate, and polyvinyl pyrrolidone. The synthesized cuprous oxide materials are well characterized by powder X‐ray diffraction and Fourier transform infrared spectroscopy to ascertain their identity, while field emission scanning electron microscopy and energy‐dispersive spectroscopy analysis were used to study their morphology and composition, respectively. We have compared the catalytic prowess of the various cuprous oxide materials in the cycloaddition reaction of alkynes and azides to synthesize 1,4‐disubstituted‐1,2,3‐triazoles. A wide variety of substitutions can nicely be tolerated in our optimized reaction conditions to produce very good to excellent yields of the corresponding triazoles in water at 55 °C. The reactions are carried out in water without any assistance of organic cosolvent or other additives, which renders the catalytic method as economical and environment friendly. </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> > 活性氧化亚铜材料由Cuso合成 <sub> 4 </ sub> .5H. <sub> 2 </ sub> o在各种稳定剂，戊烷基中使用钠斯坦尼石作为还原剂，即甲苯甲酸三甲基溴化铵，十二烷基硫酸钠和聚乙烯吡咯烷酮。通过粉末X射线衍射和傅里叶变换红外光谱分辨率，合成的氧化亚铜材料具有很好的表征，以确定其身份，而场发射扫描电子显微镜和能量分散光谱分析分别用于研究其形态和组成。我们已经将各种氧化亚氧化物材料的催化性潜力学在炔烃和叠氮化物的环加成反应中合成1,4-二取代的-1,2,3-三唑。在我们的优化反应条件下可以耐受各种取代，以在55℃下在水中的相应三唑的优异产量产生非常好的产量。反应在水中进行，没有有机脱水剂或其他添加剂的任何帮助，这使得催化方法是经济和环境的友好。 </ 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-34660/'>《Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2019年第12期</span><b style="margin: 0 2px;">|</b><span>共12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=Sawkmie Micky Lanster&option=202" target="_blank" rel="nofollow">Sawkmie Micky Lanster;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Paul Dipankar&option=202" target="_blank" rel="nofollow">Paul Dipankar;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Kalita Gitumoni&option=202" target="_blank" rel="nofollow">Kalita Gitumoni;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Agarwala Khushboo&option=202" target="_blank" rel="nofollow">Agarwala Khushboo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Maji Pradip K.&option=202" target="_blank" rel="nofollow">Maji Pradip K.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chatterjee Paresh Nath&option=202" target="_blank" rel="nofollow">Chatterjee Paresh Nath;</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>Department of ChemistryNational Institute of Technology MeghalayaShillong India;</p> <p>Department of ChemistryNational Institute of Technology MeghalayaShillong India;</p> <p>Department of ChemistryNational Institute of Technology MeghalayaShillong India;</p> <p>Department of ChemistryNational Institute of Technology MeghalayaShillong India;</p> <p>Department of Polymer and Process EngineeringIndian Institute of Technology RoorkeeSaharanpur India;</p> <p>Department of ChemistryNational Institute of Technology MeghalayaShillong India;</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;"> </p> </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> 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href="/academic-conference-cn_meeting-9301_thesis/020222316014.html">Cu/C催化的AAC反应合成2-烷氧基-2-(1,2,3-三唑-卜基)乙酰胺小分子库与生物活性筛选</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=苏娜娜&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 苏娜娜</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=熊丽霞&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,熊丽霞</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=于淑晶&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,于淑晶</a> <span> <a href="/conference-cn-9301/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 第九届全国新农药创制学术交流会 </a> <span> <span> . 2011</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/02031869665.html">1,2,3-三唑并哌嗪类Hsp90抑制剂先导化合物的优化和抗肿瘤活性评价（一）；氯霉素衍生噁唑迷酮的合成及其在Aldol反应中的不对称诱导作用（二）</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李薇&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 李薇</a> <span> . 2015</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061202175098.html">一种芳基叠氮化物及芳基1,2,3三唑类螺环化合物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN103980283B </span> <span> . 2016.08.17</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120102578098.html">一种芳基叠氮化物及芳基1,2,3三唑类螺环化合物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN103980283A </span> <span> . 2014-08-13</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130500978948.html">Cu(I)-catalyzed azide-alkyne cycloadditions (CuAAC) ligands and methods for carrying out Cu(I)-catalyzed azide-alkyne cycloaddition reactions</a> <b>[P]</b> . <span> 外国专利：  US11167277B2 </span> <span> . 2021-11-09</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：Cu（i） - 催化叠氮化物 - 炔烃环加成（Cuaac）配体和用于进行Cu（I）的方法 - 催化叠氮化物 - 炔环加油反应 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130401950592.html">Cu(I)-catalyzed azide-alkyne cycloadditions (CuAAC) ligands and methods for carrying out Cu(I)-catalyzed azide-alkyne cycloaddition reactions</a> <b>[P]</b> . <span> 外国专利：  US10758895B2 </span> <span> . 2020-09-01</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：Cu（I）催化的叠氮化物-炔烃环加成（CuAAC）配体和进行Cu（I）催化的叠氮化物-炔烃环加成反应的方法 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130410182267.html">CU(I)-CATALYZED AZIDE-ALKYNE CYCLOADDITIONS (CUAAC) LIGANDS AND METHODS FOR CARRYING OUT CU(I)-CATALYZED AZIDE-ALKYNE CYCLOADDITION REACTIONS</a> <b>[P]</b> . <span> 外国专利：  US2017297008A1 </span> <span> . 2017-10-19</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：CU（I）催化的叠氮化物-炔烃环化反应（CUAAC）配体和进行CU（I）催化的叠氮化物-炔烃环化反应的方法 </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('0704025586252','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 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