1-(4-methylthiophenyl)prop-2-yn-1-ol | 1174627-64-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(4-methylthiophenyl)prop-2-yn-1-ol
• 英文别名: 1-(4-methylsulfanylphenyl)prop-2-yn-1-ol
• CAS: 1174627-64-5
• 化学式: C₁₀H₁₀OS
• 分子量: 178.255
• InChiKey: ZLRULBXVPQOHSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methylthiophenyl)prop-2-yn-1-ol 在 indium(III) chloride 作用下， 以 水 为溶剂， 反应 0.17h， 以91%的产率得到(E)-4-(methylthio)cinnamaldehyde
  参考文献：
  名称：

  微波辅助的InCl 3催化的水性介质中炔丙基芳基甲醇的Meyer-Schuster重排：α，β-不饱和羰基化合物的绿色方法

  摘要：

  利用催化量的InCl 3，纯水作为溶剂，微波辐射作为加热剂，开发了一种新颖，高效，简单且环境友好的方案，用于将炔丙基芳基甲醇的迈尔-舒斯特异构化为α，β-不饱和羰基化合物来源。

  DOI：

  10.1016/j.tetlet.2009.06.040
• 作为产物：
  描述：

  4-hydroxy-4-(4-methylthiophenyl)but-2-ynoic acid 在 三乙胺 、 copper(l) chloride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以90%的产率得到1-(4-methylthiophenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Catalytic Decarboxylation of 2-Alkynoic Acids

  摘要：

  A very efficient protocol enabling catalytic decarboxylation of a wide range of 2-alkynoic acids is described. The reaction conditions and the scope of the process are examined. The method is further utilized in a model decarboxylative coupling.

  DOI：

  10.1021/jo901377b

文献信息

• [EN] FUSED NITROGEN HETEROCYCLIC COMPOUNDS, PROCESS OF PREPARATION AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES AZOTÉS CONDENSÉS, LEUR PROCÉDÉ DE PRÉPARATION ET LEURS UTILISATIONS
  申请人：ADVINUS THERAPEUTICS PRIVATE LTD

  公开号：WO2011080755A1

  公开（公告）日：2011-07-07

  Fused nitrogen heterocyclic compounds, their stereoisomers, tautomers, prodrugs, pharmaceutically acceptable salts, polymorphs, solvates and formulations thereof, useful as Glucokinase activators or modulators, which are beneficial for the prophylaxis, management, treatment, control of progression, or adjunct treatment of diseases and/or medical conditions where the activation of glucokinase would be beneficial, such as diabetes, metabolic syndrome, and/or diabetes-related complications including retinopathy, nephropathy, neuropathy, ischemic heart disease, arteriosclerosis, β-cell dysfunction, and as therapeutic and/or prophylactic agents for obesity are disclosed. The invention also relates to process of preparation of the fused nitrogen heterocyclic compounds.

  含有融合氮杂环化合物、其立体异构体、互变异构体、前药、药用可接受的盐、多晶型、溶剂合物及其制剂，可用作葡萄糖激酶激活剂或调节剂，对于预防、管理、治疗、控制疾病的进展，或辅助治疗疾病和/或医疗状况，其中激活葡萄糖激酶将有益，如糖尿病、代谢综合征以及与糖尿病相关的并发症，包括视网膜病变、肾病、神经病变、缺血性心脏病、动脉硬化、β-细胞功能障碍，以及用作治疗和/或预防肥胖的治疗和/或预防剂。该发明还涉及融合氮杂环化合物的制备方法。
• Nematicidal pyrazoles
  申请人：——

  公开号：US20030028034A1

  公开（公告）日：2003-02-06

  Novel pyrazoles of formula (I) wherein R 1 represents halogen, C 1-6 alkyl, C 1-5 haloalkyl, C 2-6 alkoxy, C 1-4 alkylthio, C 2-5 alkenyloxy, C 3-5 alkynyloxy, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, C 1-5 haloalkoxy, C 2-6 (total carbon number) alkoxyalkoxy, hydroxy or optionally substituted phenyl, R 2 represents hydrogen, halogen, C 1-5 alkyl, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, C 2-6 (total carbon number) alkylsulfinylalkyl, C 2-6 (total carbon number) alkylsulfonylalkyl or C 1-5 haloalkyl, R 3 represents hydrogen, C 1-5 alkyl, —COR 4 , COOR 5 , CH(OR 6 ) 2 or CH 2 (Si(R 7 ) 3 , R 4 represents C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, optionally substituted C 3-6 cycloalkyl, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, optionally substituted phenyl, C 1-6 haloalkyl, alkylamino, di-(C 1-6 alkyl)amino or optionally substituted phenylamino, R 5 represents C 1-7 alkyl, R 6 and R 7 represent C 1-6 alkyl, and n is 1, 2 or 3, and when n is 2 or 3, the corresponding number (n) of R 1 radicals may be the same or different, processes for preparing these compounds and their use as nematicides and anthelmintics.

  式（I）的新型吡唑类化合物，其中R1代表卤素、C1-6烷基、C1-5卤代烷基、C2-6烷氧基、C1-4烷基硫醚、C2-5烯基氧基、C3-5炔基氧基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、C1-5卤代烷氧基、C2-6（总碳数）烷氧基烷氧基、羟基或可选取代的苯基；R2代表氢、卤素、C1-5烷基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、C2-6（总碳数）烷基亚磺酰基烷基、C2-6（总碳数）烷基磺酰基烷基或C1-5卤代烷基；R3代表氢、C1-5烷基、—COR4、COOR5、CH（OR6）2或CH2（Si（R7）3、R4代表C1-10烷基、C1-6卤代烷基、C2-6烯基、可选取代的C3-6环烷基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、可选取代的苯基、C1-6卤代烷基、烷基氨基、二（C1-6烷基）氨基或可选取代的苯基氨基；R5代表C1-7烷基；R6和R7代表C1-6烷基；n为1、2或3，当n为2或3时，相应数量（n）的R1基团可以相同或不同，制备这些化合物的方法以及它们作为杀线虫剂和驱虫剂的用途。
• Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: <i>Z/E</i> and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans
  作者：Xiangyu Tan、Qianqian Gu、Xingjiang Yang、Yingying Yang、Bingwei Hu、Shuai Mao、Jun Lin、Yi Jin

  DOI：10.1021/acs.orglett.2c01605

  日期：2022.6.24

  selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via cycloaddition, which is practically and mechanistically significant for the construction of other bioactive heterocyclic epoxides. This research also revealed the utility and potential of allenic esters as C2 synthons and 1,2-biselectrophiles

  在此，我们描述了 Pd 催化的 [2+3] 环加成/交叉偶联反应，用于Z/E选择性和非对映选择性合成树枝状烯官能化二氢呋喃的乙酸丙二烯酯。值得注意的是，机理研究表明通过环加成从羰基键形成环氧化物，这对于构建其他生物活性杂环环氧化物具有实际和机械意义。该研究还揭示了丙二烯酯作为 C2 合成子和 1,2-双亲电子试剂在环加成反应中的用途和潜力。
• Copper-Catalyzed One-Step Formation of Four C–N Bonds toward Polyfunctionalized Triazoles via Multicomponent Reaction
  作者：Xuelun Duan、Nan Zheng、Gongbo Liu、Ming Li、Qiming Wu、Xinhao Sun、Wangze Song

  DOI：10.1021/acs.orglett.2c02273

  日期：2022.8.19

  A novel four-component reaction of alkynes, amines, azides, and 2H-azirines has been developed for the first time by the efficient formation of four C–N bonds in one step under mild conditions, rapidly preparing polyfunctionalized triazoles with molecular diversity involving three different intermediates of copper–acetylide, copper–allenylidene, and copper–vinyl nitrene. Propargylic ester is disclosed

  通过在温和条件下一步有效形成四个 C-N 键，首次开发了一种新型的炔烃、胺、叠氮化物和2H-氮杂环丙烷四组分反应，快速制备了具有三个分子多样性的多官能化三唑。铜-乙炔化物、铜-亚烯丙基和铜-乙烯基氮烯的不同中间体。炔丙基酯被公开为一种“三合一”结构单元，具有三次环加成和亲核亲电特性，可以通过高产率、广泛的底物范围和功能化实现这种四组分转化。
• (4 + 2) Annulation of Cl^–NH₃⁺CH₂SiMe₂CH₂Cl and Propynones for the Synthesis of 1,3-Azasilinones
  作者：Chang Ma、Yu Fan、Chunmei Zheng、Lu Gao、Wanshu Wang、Bowen Ke、Zhenlei Song

  DOI：10.1021/acs.orglett.2c02665

  日期：2022.9.16