methyl 3-(benzo[b]thiophene-3-yl)benzoate | 24251-07-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-(benzo[b]thiophene-3-yl)benzoate
• 英文别名: methyl 3-(1-benzothiophen-3-yl)benzoate；Methyl 3-(1-benzothien-3-yl)benzoate
• CAS: 24251-07-8
• 化学式: C₁₆H₁₂O₂S
• 分子量: 268.336
• InChiKey: PUEQIAYMFXDVEF-UHFFFAOYSA-N

物化性质

• 沸点：
  446.0±38.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-(3-(methoxycarbonyl)phenyl)-4-methyl-2,6-dioxohexahydro-8l4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium 、 苯并噻吩 在 三氟甲磺酸 、 C₂₄H₃₆N₂O₂Pd*2C₂H₄O₂ 、 氧化汞红 、 三氟乙酸 、 对苯醌 、 silver(l) oxide 作用下， 以 水 为溶剂， 反应 20.0h， 以79%的产率得到methyl 3-(benzo[b]thiophene-3-yl)benzoate
  参考文献：
  名称：

  Palladium-Catalyzed Phosphine-Free Direct C–H Arylation of Benzothiophenes and Benzofurans Involving MIDA Boronates

  摘要：

  With high regioselectivity, a series of benzoheterocyclic compounds were synthesized via palladiium-catalyzed phosphine-free C-H arylation of benzothiophenes/benzofurans with aryl MIDA boronates at 30-50 degrees C in moderate to excellent yields. MIDA boronates were used in C-H arylation of heterocycles for the first time. Under the optimal conditions, the benzothiophenes could be transformed into the beta-arylbenzothiophenes, and the benzofurans gave only alpha-aryl-substituted products.

  DOI：

  10.1055/s-0034-1379606

文献信息

• Pd-Catalyzed β-Selective Direct C–H Bond Arylation of Thiophenes with Aryltrimethylsilanes
  作者：Kenji Funaki、Tetsuo Sato、Shuichi Oi

  DOI：10.1021/ol3029109

  日期：2012.12.21

  Direct arylation of thiophenes and benzothiophenes with aryltrimethylsilanes was effectively catalyzed by PdCl2(MeCN)2 in the presence of CuCl2 as an oxidant. The reaction preferentially occurred at the β-position of both thiophenes and benzothiophenes.

  在CuCl 2作为氧化剂的存在下，PdCl 2（MeCN）2有效地催化了噻吩和苯并噻吩与芳基三甲基硅烷的直接芳基化。该反应优选在噻吩和苯并噻吩的β-位置发生。
• BUILDING BLOCK FOR LOW BANDGAP CONJUGATED POLYMERS
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20150194608A1

  公开（公告）日：2015-07-09

  A twisted but conjugated building block for low bandgap conjugated polymers. An organic device comprising a (E)-8,8′-biindeno[2,1-b]thiophenylidene (tBTP) based polymer.

  一种用于低带隙共轭聚合物的扭曲但共轭的构建模块。一种有机器件，包括基于(E)-8,8'-双吲哚[2,1-b]噻吩基的聚合物（tBTP）。
• BENZOYLGUANIDINE DERIVATIVES AS MEDICAMENTS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0773927A2

  公开（公告）日：1997-05-21
• US5968985A
  申请人：——

  公开号：US5968985A

  公开（公告）日：1999-10-19
• [EN] BENZOYLGUANIDINE DERIVATIVES AS MEDICAMENTS<br/>[FR] DERIVES DE BENZOYLGUANIDINE UTILISES EN TANT QUE MEDICAMENTS
  申请人：——

  公开号：WO1996004241A2

  公开（公告）日：1996-02-15

  [EN] Guanidine derivatives of formula (I) wherein R<1> is hydrogen, hydroxy(lower)alkyl, protected hydroxy(lower)alkyl, acyl(lower)alkoxy, acyl(lower)alkenyl, or acyl, and R<2> is ar(lower)alkenyl; aryl substituted with two suitable substituents; indenyl, indanyl, dihydrobenzocycloheptenyl, di(or tetra or hexa or octa or deca)hydronaphthyl, cyclopentenyl, dihydrothienyl, dihydrofuryl or heterobicyclic group, each of which may have suitable substituent(s); lower alkylthienyl; mono(or di)halothienyl; mono(or di or tri)halo(lower)alkylthienyl; acylthienyl; halofuryl; or mono(or di or tri)halo(lower)alkylfuryl; and a pharmaceutically acceptable salt thereof, which is useful as a medicament.
  [FR] L'invention se rapporte à des dérivés de guanidine de la formule (I) dans laquelle R<1> représente hydrogène, hydroxy-alkyle(inférieur), hydroxy-alkyle(inférieur) protégé, acyle-alcoxy(inférieur), acyle-alcényle(inférieur), ou acyle, et R<2> représente ar alcényle(inférieur); aryle substitué par deux substituants appropriés; indényle, indanyle, dihydrobenzocycloheptényle, di(ou tétra ou hexa ou octa ou déca)hydronaphtyle, cyclopentényle, dihydrothiényle, un groupe dihydrofuryle ou hétérobicyclique, chacun d'eux pouvant être un ou des substituants appropriés; alkylthiényle inférieur; mono (ou di)halothiényle; mono(ou di ou tri)halo alkylthiényle(inférieur); acylthiényle; halofuryle; ou mono(ou di ou tri)halo alkylefuryle(inférieur). L'invention se rapporte également à un sel pharmaceutiquement acceptable de ces dérivés qui est utilisé comme médicament.