1,1-bis(2-thienyl)prop-2-yn-1-ol | 211796-84-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-bis(2-thienyl)prop-2-yn-1-ol
• 英文别名: 1,1-di(2'-thienyl)prop-2-yn-1-ol；1,1-Dithiophen-2-ylprop-2-yn-1-ol
• CAS: 211796-84-8
• 化学式: C₁₁H₈OS₂
• 分子量: 220.316
• InChiKey: OIJSTPMHYVISMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1-bis(2-thienyl)prop-2-yn-1-ol 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以94.2%的产率得到2-羟基-2,2-双(2-噻吩)乙酸
  参考文献：
  名称：

  一种噻托溴铵中间体的制备方法

  摘要：

  本发明属于药物合成技术领域，本发明提供了一种噻托溴铵重要中间体二(2‑二噻吩基)羟乙酸酯的制备方法，本发明以双(2‑噻吩)酮为起始物料，与乙炔钠在溴化铟的催化下反应得到1,1‑二(2‑噻吩基)丙‑2‑炔‑1‑醇，再通过酸性高锰酸钾氧化生成二(2‑二噻吩基)羟乙酸，最后与碘甲烷成酯得到二(2‑二噻吩基)羟乙酸甲酯。反应条件更加温和，起始物料便宜易得，能够避免异构杂质的生成，使产品质量更加稳定，适合工业化生产。

  公开号：

  CN114057683A
• 作为产物：
  描述：

  双(2-噻吩)酮 、 乙炔 在 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 以90.9%的产率得到1,1-bis(2-thienyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Thienyl-Substituted Allenylideneruthenium(II) Complexes: Synthesis, Spectroscopic Characterization, and Electrochemical Studies

  摘要：

  Two propargylic alcohols incorporating a thienyl moiety were synthesized, and their subsequent reaction to form allenylideneruthenium(II) complexes is reported. The alkynol 4-hydroxy-4-ethynylcyclopenta[2,1-b:3,4-b']dithiophene (4) reacts with cis-[RuCl2(P boolean AND P)(2)] (P boolean AND P = dppm, dppe) to afford the allenylidene complexes trans-[RuCl(P boolean AND P)(2){=C=C=C(4-cyclopentadithiophene)}]PF6 (P boolean AND P = dppm, 5a; dppe, 5b). Similar reactions of cis-[RuCl2(P boolean AND P)(2)] with 1,1-di(2'-thienyl)prop-2-yn-1-ol (2) yield products consistent with formulation as an allenylideneruthenium(II) complex, although with no identifiable counteranion. In contrast the reaction of 2 with [RuClCp(dppe)] readily affords the deep purple complex [RuCp-(dppe){=C=C=C(2-thienyl)(2)}]PF6. The complexes have been characterized by spectroscopy and mass spectrometry, and a single-crystal X-ray structural determination of complex 5a was undertaken. The allenylidene complexes obtained in a pure state have also been investigated through cyclic voltammetry, and preliminary investigations illustrate their potential as synthons for organometallic polymers via electropolymerization.

  DOI：

  10.1021/om200030n

文献信息

• Synthesis of Thiophene-Substituted 3<i>H</i>-Naphtho[2,1-<i>b</i>]pyrans, Precursors of Photomodulated Materials
  作者：Corinne Moustrou、Nicole Rebière、André Samat、Robert Guglielmetti、Abd Errahim Yassar、Roger Dubest、Jean Aubard

  DOI：10.1002/hlca.19980810540

  日期：——

  The synthesis of 3H-naphtho[2,1-b]pyrans 9–21 linked to a thiophene moiety is described. Two different synthetic approaches were applied to prepare these novel functionalized compounds, and their spectrokinetic properties in solution are reported.

  3的合成ħ -萘并[2,1- b ]吡喃9 - 21连接于噻吩部分进行说明。两种不同的合成方法被用于制备这些新颖的功能化化合物，并报道了它们在溶液中的光谱动力学性质。
• DDQ-Mediated Oxidative Radical Cycloisomerization of 1,5-Diynols: Regioselective Synthesis of Benzo[<i>b</i>]fluorenones under Metal-Free Conditions
  作者：Hui Zhu、Zhiyuan Chen

  DOI：10.1021/acs.orglett.5b03533

  日期：2016.2.5

  has been developed. The reaction proceeds under metal-free reaction conditions with high efficiency and broad functional group tolerance, which offers a general and straightforward access to benzo[b]fluorenones under metal-free conditions. The preliminary mechanistic studies revealed the possible involvement of a Meyer–Schuster rearrangement combined with an oxidative radical cyclization.

  已经开发了无环1，5-二炔醇的区域和化学选择性氧化环异构化反应。该反应在无金属的反应条件下进行，具有较高的效率和宽泛的官能团耐受性，这为在无金属的条件下提供一般直接的苯并[ b ]芴酮的途径。初步的机理研究表明，梅尔-舒斯特重排与氧化自由基环化相结合的可能性。
• QUINUCLIDINE DERIVATIVES, PROCESSES FOR PREPARING THEM AND THEIR USES AS M2 AND/OR M3 MUSCARINIC RECEPTOR INHIBITORS
  申请人：UCB, S.A.

  公开号：EP1438309A1

  公开（公告）日：2004-07-21
• [EN] QUINUCLIDINE DERIVATIVES, PROCESSES FOR PREPARING THEM AND THEIR USES AS M2 AND/OR M3 MUSCARINIC RECEPTOR INHIBITORS<br/>[FR] DERIVES DE QUINUCLIDINE, LEURS PROCEDES DE PREPARATION, ET LEURS UTILISATIONS EN TANT QU'INHIBITEURS DE RECEPTEUR MUSCARINIQUE M2 ET/OU M3
  申请人：UCB SA

  公开号：WO2003033495A1

  公开（公告）日：2003-04-24

  The invention concerns quinuclidine derivatives of formula I or II wherein the substituents are as defined in the specification, as well as their use as pharmaceuticals. The compounds of the invention_show high affinities for m3 and/or m2 muscarinic receptors and are particularly suited for treating urinary incontinence.
• Thienyl-Substituted Allenylideneruthenium(II) Complexes: Synthesis, Spectroscopic Characterization, and Electrochemical Studies
  作者：George A. Koutsantonis、Phil A. Schauer、Brian W. Skelton

  DOI：10.1021/om200030n

  日期：2011.5.23

  Two propargylic alcohols incorporating a thienyl moiety were synthesized, and their subsequent reaction to form allenylideneruthenium(II) complexes is reported. The alkynol 4-hydroxy-4-ethynylcyclopenta[2,1-b:3,4-b']dithiophene (4) reacts with cis-[RuCl2(P boolean AND P)(2)] (P boolean AND P = dppm, dppe) to afford the allenylidene complexes trans-[RuCl(P boolean AND P)(2)=C=C=C(4-cyclopentadithiophene)}]PF6 (P boolean AND P = dppm, 5a; dppe, 5b). Similar reactions of cis-[RuCl2(P boolean AND P)(2)] with 1,1-di(2'-thienyl)prop-2-yn-1-ol (2) yield products consistent with formulation as an allenylideneruthenium(II) complex, although with no identifiable counteranion. In contrast the reaction of 2 with [RuClCp(dppe)] readily affords the deep purple complex [RuCp-(dppe)=C=C=C(2-thienyl)(2)}]PF6. The complexes have been characterized by spectroscopy and mass spectrometry, and a single-crystal X-ray structural determination of complex 5a was undertaken. The allenylidene complexes obtained in a pure state have also been investigated through cyclic voltammetry, and preliminary investigations illustrate their potential as synthons for organometallic polymers via electropolymerization.