Synthesis of Alpha‐trifluoromethylthio Carbonyl Compounds: A Survey of the Methods for the Direct Introduction of the SCF        <sub >3</sub>3        Group on to Organic Molecules

摘要

Abstract > The role of fluorine atoms in drug discovery has become of fundamental importance, due to their ability to confer unprecedented therapeutic profiles on a molecule. In this framework, the trifluoromethylthio group (SCF <sub>3</sub> ) is attracting an increasing attention in pharmaceutical, agrochemical and material chemistry and it is commonly used to modulate lipophilicity, bioavailability and metabolic stability of newly designed molecules. Actually, several drugs whose biological activity is strictly related to the presence of a SCF <sub>3</sub> residue in the molecular scaffold are already on the market. Despite trifluoromethylthiolated carbonyl derivatives present a high potential of application in medicinal chemistry, synthetic approaches to α‐SCF <sub>3</sub> ‐substituted carbonyl compounds are still limited, and catalytic strategies to access optically active functionalized carbonyl compounds are almost unexplored. The present review will discuss the use of radical, nucleophilic and electrophilic trifluoromethylthiolating reagents, to synthesize decorated trifluoromethylthio carbonyl derivatives, with a particular attention on catalytic methodologies and stereoselective methods affording enantiomerically enriched molecules. </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> > 由于它们能够在分子上赋予前所未有的治疗性谱，氟原子在药物发现中的作用变得基本的重要性。在该骨架中，三氟甲基硫基团（SCF <sub> 3 </ sub> ）在药物，农业化学和材料化学方面吸引了不断的关注，并且通常用于调节新设计分子的亲脂性，生物利用度和代谢稳定性。实际上，一些生物活性与SCF存在严格相关的药物 <sub> 3 </ sub> 分子脚手架中的残留物已经在市场上。尽管三氟甲基硫化羰基衍生物具有在药用化学中的高潜力，但α-SCF的合成方法 <sub> 3 </ sub> - 取出的羰基化合物仍然是有限的，并且接入光学活性官能化羰基化合物的催化策略几乎是未开发的。本综述将讨论采用自由基，亲核和二氟甲基噻嗪试剂，合成装饰的三氟甲基硫胺羰基衍生物，特别注意催化方法和立体选择性方法，得到对映体富集的分子。 </ 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-16041/'>《ChemCatChem 》</a> <b style="margin: 0 2px;">|</b><span>2018年第13期</span><b style="margin: 0 2px;">|</b> <span>共17页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> </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"> </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/1186.html" title="物理化学（理论化学）、化学物理学">物理化学（理论化学）、化学物理学 ;</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=carbonyl compounds&option=203" rel="nofollow">carbonyl compounds;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electrophilic reagents&option=203" rel="nofollow">electrophilic reagents;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=fluorinated products&option=203" rel="nofollow">fluorinated products;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=metal catalysts&option=203" rel="nofollow">metal catalysts;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=organocatalysis&option=203" rel="nofollow">organocatalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=trifluoromethylthiolation&option=203" rel="nofollow">trifluoromethylthiolation;</a> </p> <div class="translation"> 机译：羰基化合物;电泳试剂;氟化产品;金属催化剂;有机催化剂;三氟甲基硫化; </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/0704022057606.html">Synthesis of Alpha‐trifluoromethylthio Carbonyl Compounds: A Survey 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href="/patent-detail/06120105735214.html">一种含三氟甲基亚磺酰基的1－芳基吡唑化合物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN101544607A </span> <span> . 2009-09-30</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130425478141.html">Humanized antibody anti integrin alpha2, method for determining whether a sample contains the integrin alpha2, kit, nucleic acid isolation, vector, host cell, a process for the production of a humanized antibody anti integrin alpha2, screening method, composition, method for tratament The disturbances associated with integrin alfa2beta1 in patients.Method for inhibition of binding of leukocytes to the collagen, method of directing a molecule, the use of a humanized antibody anti integrin alpha2, packaging and epitopo of integrin alpha2 which connects an antibody anti integrin alpha 2</a> <b>[P]</b> . <span> 外国专利：  BRPI0620469A2 </span> <span> . 2011-11-08</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：人源化抗体抗整合素α2，测定样品中是否含有整合素α2的方法，试剂盒，核酸分离，载体，宿主细胞，人源化抗体抗整合素α2的制备方法，筛选方法，组成，处理方法与整合素α2β1相关的疾病。抑制白细胞与胶原蛋白结合的方法，分子定位方法，使用抗整合素α2的人源化抗体，连接整合有抗整合素α2抗体的整合素α2的表位和表位 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130427013938.html">PRODUCING METHOD OF AN ALPHA-AMINO CARBONYL COMPOUND USING A CHIRAL CATALYST CAPABLE OBTAINING THE ALPHA-AMINO CARBONYL COMPOUND WITH THE HIGH YIELD</a> <b>[P]</b> . <span> 外国专利：  KR20100079931A </span> <span> . 2010-07-08</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：使用具有高产率的α-氨基羰基化合物的手性催化剂制备α-氨基羰基化合物的方法 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130441036174.html">METHOD FOR PRODUCING alpha,beta-UNSATURATED CARBONYL COMPOUND AND alpha,beta-UNSATURATED CARBONYL COMPOUND</a> <b>[P]</b> . <span> 外国专利：  JP2005306820A </span> <span> . 2005-11-04</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α，β-不饱和羰基化合物和α，β-不饱和羰基化合物的方法 </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('0704022057606','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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Synthesis of Alpha‐trifluoromethylthio Carbonyl Compounds: A Survey of the Methods for the Direct Introduction of the SCF 33 Group on to Organic Molecules

摘要

Synthesis of Alpha‐trifluoromethylthio Carbonyl Compounds: A Survey of the Methods for the Direct Introduction of the SCF ₃3 Group on to Organic Molecules