2-(1-甲基-丙烯基)-噻吩 | 100005-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 2-(1-甲基-丙烯基)-噻吩
• 英文名称: (E)-2-(but-2-en-2-yl)thiophene
• 英文别名: 2-[(E)-but-2-en-2-yl]thiophene
• CAS: 100005-76-3
• 化学式: C₈H₁₀S
• 分子量: 138.233
• InChiKey: ZHLHWTJTYCZDAH-XVNBXDOJSA-N

物化性质

• 沸点：
  85-88 °C(Press: 15 Torr)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(1-甲基-丙烯基)-噻吩 在 sulfur 作用下， 生成 2,3-联噻吩
  参考文献：
  名称：

  Teste; Lozac'h, Bulletin de la Societe Chimique de France, 1954, p. 492,494

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(but-1-en-2-yl)thiophene 在 C₂₂H₂₇Cl₂CoN₃S 、 三乙基硼氢化钠 作用下， 以 neat (no solvent) 为溶剂， 反应 1.0h， 以90.476%的产率得到
  参考文献：
  名称：

  Cobalt-Catalyzed Migrational Isomerization of Styrenes

  摘要：

  An efficient cobalt-catalyzed migrational isomerization of styrenes was developed using the thiazoline iminopyridine (TIP) ligand. This reaction is operationally simple and atom economical using readily available starting materials to access trisubstituted alkenes. Even when using a 0.1 mol % catalyst loading, the reaction could be conducted in neat and completed in 1 h with excellent conversion and high E stereoselectivity.

  DOI：

  10.1021/acs.orglett.9b04305

文献信息

• A Diels–Alder/Ene Cascade Leading to 5‐(Pyrrolidin‐3‐yl)thieno[3,2‐<i>e</i>]isoindoles from Ketone‐derived 2‐Vinylthiophenes and<i>N</i>‐Phenylmaleimide
  作者：Wayland E. Noland、Matthew P. Huisenga、Ryan J. Herzig、John A. Rosenow、Hoyeon Kim、Neil J. Kroll、Andrei Nesmelov、Benjamin T. Johnson、Nathan S. Duncan、Jidapa Ratanayanon、Ruixian A. Yue、Kenny Xiong、Bee K. Ong、Diane T. Vo、Nathan D. Klein、Simon B. Lang、Jacob K. Riley、Steven P. Daniels、Kenneth J. Tritch

  DOI：10.1002/jhet.3327

  日期：2018.12

  as the dienophile. The dienes were prepared from thiophene in two steps by addition to various ketones, followed by dehydration (40–60% overall yields). Although most dienes were obtained as regioisomeric mixtures, the Diels–Alder‐derived products were easily purified by chromatography. The main cycloaddition pathway was endo Diels–Alder addition followed by exo ene addition of a second molecule of

  在我们之前有关吲哚和吡咯的研究的扩展中，使用N-苯基马来酰亚胺作为双亲物，探索了取代的2-乙烯基噻吩的Diels-Alder化学。由噻吩分两步制备二烯，方法是先加入各种酮，然后进行脱水（总收率为40-60％）。尽管大多数二烯是作为区域异构体混合物获得的，但Diels–Alder衍生的产品很容易通过色谱法纯化。主要的环加成途径是内Diels–Alder加成，随后是外切烯添加第二个亲二烯体分子（产率19-33％）。几种产品用阮内镍脱硫（收率48-62％）。不幸的是，没有噻吩衍生的产品显示出以前报道的吲哚类似物有希望的生物活性。
• Treatment and/or prevention of bone metastasis
  申请人：The Arizona Board of Regents on behalf of The University of Arizona

  公开号：US10179142B2

  公开（公告）日：2019-01-15

  T-lymphocyte invasion and metastases (Tiam-1) has been identified as a marker and anti-cancer drug target for therapy of metastatic bone cancer in individuals afflicted with prostate cancer. The present disclosure provides methods and compounds for inhibiting metastases by disrupting Tiam-1 expression and activity. One particularly preferred compound comprises a disulfomanide of the formula.

  T淋巴细胞侵袭和转移（Tiam-1）已被确定为治疗前列腺癌患者转移性骨癌的标志物和抗癌药物靶点。本公开提供了通过破坏 Tiam-1 的表达和活性来抑制转移的方法和化合物。其中一种特别优选的化合物包括式中的二硫化氢。
• Detty, Michael R.; Hays, David S., Heterocycles, 1995, vol. 40, # 2, p. 925 - 938
  作者：Detty, Michael R.、Hays, David S.

  DOI：——

  日期：——
• Nickel-catalysed electrochemical coupling of 2- and 3-bromothiophene with alkyl and alkenyl halides
  作者：Muriel Durandetti、Jacques Périchon、Jean-Yves Nédélec

  DOI：10.1016/s0040-4039(97)10334-3

  日期：1997.12

  2- or 3-bromothiophene are efficiently coupled with activated alkyl chlorides (alpha-chloroesters, alpha-chloroketones, alpha-chloronitriles), benzyl chloride or vinyl halides, in a one step electrochemical reaction, using the sacrificial anode process and catalysis by NiBr2-2,2'-bipyridine (bipy). (C) 1997 Elsevier Science Ltd.
• Production of alkenylthiophenes
  申请人：UNIVERSAL OIL PROD CO

  公开号：US02666765A1

  公开（公告）日：1954-01-19