4-methoxy-2-phenylthiophene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxy-2-phenylthiophene
• 英文别名: 3-methoxy-5-phenylthiophene；4-Methoxy-2-phenyl-thiophen
• 化学式: C₁₁H₁₀OS
• 分子量: 190.266
• InChiKey: TVWBSLYVUIUSFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (β-carboxymethylsulfanyl-cinnamoylmercapto)-acetic acid 在 氢氧化钾 、 sodium hydroxide 、 sodium acetate 作用下， 生成 4-methoxy-2-phenylthiophene
  参考文献：
  名称：

  The Synthesis and Properties of the 5-Phenyl-2- and 3-thiophene-ols¹

  摘要：

  DOI：

  10.1021/ja01646a049

文献信息

• Direct C–H Arylation of Heteroarenes with Copper Impregnated on Magnetite as a Reusable Catalyst: Evidence for CuO Nanoparticle Catalysis in Solution
  作者：Suhelen Vásquez-Céspedes、Kathryn M. Chepiga、Nadja Möller、Andreas H. Schäfer、Frank Glorius

  DOI：10.1021/acscatal.6b01288

  日期：2016.9.2

  operationally simple reaction conditions good yields and selectivities were obtained using diaryliodonium salts as coupling partners. A combination of experimental methods including kinetic studies, filtration tests, and a series of analytical tools (TXRF, ICP-MS, SEM, XPS, TEM, EFTEM) provide evidence for catalytically active soluble nanoparticles formed from an amorphous heterogeneous precursor. Mechanistic

  可重复使用的铜基催化剂体系用于富电子杂芳烃的直接芳基化。在温和且操作简单的反应条件下，使用二芳基碘鎓盐作为偶联伙伴可获得良好的收率和选择性。包括动力学研究，过滤测试和一系列分析工具（TXRF，ICP-MS，SEM，XPS，TEM，EFTEM）在内的实验方法的结合为由无定形异质前体形成的具有催化活性的可溶性纳米颗粒提供了证据。机理研究表明，氧化还原中性过程会促进氧化铜（II）物种从二芳基碘鎓盐中解离平衡离子。
• Chemical and spectroscopic properties of the 3-hydroxythiophene [thiophen-3(2H)-one] system
  作者：Gordon A. Hunter、Hamish McNab

  DOI：10.1039/c0nj00320d

  日期：——

  3-Hydroxythiophene 1 spontaneously dimerises to 4,5-dihydro-5-(3-hydroxythien-2-yl)thiophen-3(2H)-one 14. 3-Hydroxythiophenes 1E and 4–10E exist in solvent-dependent equilibrium with their thiophen-3(2H)-one 1K and 4–10K tautomers; the amount of hydroxy tautomer is greater than in the case of the corresponding 3-hydroxypyrroles. 3-Hydroxythiophenes are much less reactive to electrophiles than corresponding

  3-羟基噻吩 1自发二聚为4,5-二氢-5-（3-羟基噻吩-2-基）噻吩-3（2 H）-one 14。3- Hydroxythiophenes 1E和4- 10E中存在与溶剂依赖性平衡他们的噻吩3（2 H）-one 1K和4- 10K互变异构体; 羟基互变异构体的量大于相应的3-羟基吡咯的情况。3-羟基噻吩对亲电试剂的反应性远低于相应的3-羟基吡咯，但是5-甲基硫烷基衍生物10在2位与甲氧基亚甲基Meldrum的酸会经历Vilsmeier甲酰化反应。通过用碱处理衍生自3-羟基噻吩的烯醇化物可以以高区域选择性被O-烷基化和O-酰化。2,2-二取代噻吩-3（2 H）-one与亲核试剂进行平衡共轭加成，但无法分离所得的加合物。
• A New Synthetic Approach to Thiophenes
  作者：Mikhail V. Lebedev、Valentine G. Nenajdenko、Elizabeth S. Balenkova

  DOI：10.1055/s-2001-18054

  日期：——

  A new simple and efficient way to 3-hydroxy(methoxy)thiophenes is described. The reactions of (ethylsulfanyl)acetyl fluoride/boron trifluoride (1) and 2-(ethylsulfanyl)butanoyl fluoride/boron trifluoride (6) complexes with acetylenes give rise to the 5-membered cyclic sulfonium salts (3a-f). The last ones (3e, 3f) after being refluxed with thiourea in methanol or acetonitrile are converted into 3-methoxythiophenes or 3-(2H)-thiophenones respectively. Several 3-methoxythiophenes unsubstituted in the 2-position were obtained by the reactions of 1 with acetylenes. Reactions of 6 with acetylenes allows the synthesis of 2-ethylsubsituted 3-methoxythiophenes. The method allows the synthesis of a variety of mono-, di-, tri- and tetrasubsituted thiophenes.

  本文介绍了一种制备 3-羟基（甲氧基）噻吩的简单而有效的新方法。(乙基硫酰基)乙酰氟化物/三氟化硼 (1) 和 2-(乙基硫酰基)丁酰氟/三氟化硼 (6) 复合物与乙炔的反应生成 5 元环锍盐 (3a-f)。最后一种（3e、3f）在甲醇或乙腈中与硫脲回流后，分别转化为 3-甲氧基噻吩或 3-(2H)-噻吩酮。通过 1 与乙炔的反应，可以得到几种 2 位未取代的 3-甲氧基噻吩。6 与乙炔的反应可以合成 2-乙基取代的 3-甲氧基噻吩。这种方法可以合成各种单取代、二取代、三取代和四取代的噻吩。
• Aralkylaminoalkoxyphenyl derivatives, process of preparation and compositions containing the same
  申请人：ELF SANOFI

  公开号：EP0302793A2

  公开（公告）日：1989-02-08

  The present invention relates to aminoalkoxy­phenyl derivatives of formula : in which : B represents a -S-, -SO- of SO₂- group, and Cy is an organic cyclic group. These compounds are calcium inhibitors and are useful for the treatment of pathological syndroms of the cardiovascular system.

  本发明涉及式.的氨基烷氧基苯基衍生物： 式中： B 代表-S-、-SO-或 SO₂- 基团，以及 Cy 是有机环状基团。 这些化合物是钙抑制剂，可用于治疗心血管系统的病理综合征。
• Process for the preparation of polyarylene sulfide
  申请人：Tosoh Corporation

  公开号：EP0527055A2

  公开（公告）日：1993-02-10

  A novel process for preparing polyarylene sulfides is disclosed, which process comprises : providing at least one cyclic arylene sulfide oligomer of the formula wherein S represents a sulfur atom, groups Ar, which may be the same or different, represent each an arylene radical having 6 - 24 carbon atoms, group R, which may be the same or different, represent each a C1-C12 alkyl radical, or a C1 -C12 alkoxy radical, or a primary or secondary amino group, n is an integer of from 2 to 50, and m is an integer of from 0 to 15, and heating said cyclic oligomer I in the presence of a ring opening polymerization catalyst so as to form polyarylene sulfide. The process produces polyarylene improved in chemical, physical and mechanical properties.

  本发明公开了一种制备聚芳基烯硫化物的新工艺，该工艺包括：提供至少一种式如下的环状芳基烯硫化物低聚物 其中 S 代表硫原子，基团 Ar（可以相同或不同）分别代表具有 6 - 24 个碳原子的芳基，基团 R（可以相同或不同）分别代表 C1-C12 烷基或 C1-C12 烷氧基或伯氨基或仲氨基，n 是 2 - 50 的整数，m 是 0 - 15 的整数，以及 在开环聚合催化剂存在下加热所述环状低聚物 I，以形成聚芳基硫醚。 该工艺生产的聚芳基烯在化学、物理和机械性能方面均有改善。