2-(benzo[b]thiophen-2-yl)benzofuran | 1231219-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-(benzo[b]thiophen-2-yl)benzofuran
• 英文别名: 2-(Benzothiophen-2-yl)benzofuran；2-(1-benzothiophen-2-yl)-1-benzofuran
• CAS: 1231219-34-3
• 化学式: C₁₆H₁₀OS
• 分子量: 250.321
• InChiKey: SCDFIIJEJRSVTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(benzo[b]thiophen-2-yl)benzofuran 在 甲烷磺酸 、 氧气 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以35%的产率得到
  参考文献：
  名称：

  苯并稠合杂芳基二聚体氧化偶联中不同的碳催化途径：机理更新

  摘要：

  温和热空气或 HNO 3氧化活性炭催化苯并[ b ]稠合杂芳基 2,2'-二聚体（例如 2-(苯并呋喃-2-基)-1 H-吲哚）氧化脱氢偶联成手性 3,3' ‐O 2气氛下偶联的环辛四烯或咔唑型迁移产物。 DFT计算表明，自由基阳离子和Scholl型芳烃阳离子机制导致不同的2-(苯并呋喃-2-基) -1H-吲哚产物，与实验产物分布一致。

  DOI：

  10.1002/chem.202005433
• 作为产物：
  描述：

  2-乙炔基苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 对甲苯磺酸 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 21.0h， 生成 2-(benzo[b]thiophen-2-yl)benzofuran
  参考文献：
  名称：

  苯并稠合杂芳基二聚体氧化偶联中不同的碳催化途径：机理更新

  摘要：

  温和热空气或 HNO 3氧化活性炭催化苯并[ b ]稠合杂芳基 2,2'-二聚体（例如 2-(苯并呋喃-2-基)-1 H-吲哚）氧化脱氢偶联成手性 3,3' ‐O 2气氛下偶联的环辛四烯或咔唑型迁移产物。 DFT计算表明，自由基阳离子和Scholl型芳烃阳离子机制导致不同的2-(苯并呋喃-2-基) -1H-吲哚产物，与实验产物分布一致。

  DOI：

  10.1002/chem.202005433

文献信息

• p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles
  作者：Maud Jacubert、Olivier Provot、Jean-François Peyrat、Abdallah Hamze、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1016/j.tet.2010.03.055

  日期：2010.5

  Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes

  通过在EtOH中使用PTSA，可以实现高产率到良好产率的多种内部炔烃的区域选择性水合。已经描述了炔烃的反应范围。当在微波辐射下完成反应时，芳基脂族炔烃和二芳基炔烃以良好至优异的产率和短的反应时间进行区域选择性水合。而且，对在邻位带有甲氧基或硫代甲基取代基的二芳基炔，芳炔和二芳基二炔进行区域选择性5-内酯化。-dig-环化得到各种2-芳基-和2-苯乙烯基苯并呋喃或苯并噻吩衍生物。我们相信，这种新的无金属污染的环保方法与微波辐射相结合，对于绿色实验室规模的合成研究将非常重要。
• ARYL- AND HETEROARYL-SUBSTITUTED TETRAHYDROISOQUINOLINES AND USE THEREOF TO BLOCK REUPTAKE OF NOREPINEPHRINE, DOPAMINE, AND SEROTONIN
  申请人：MOLINO Bruce F.

  公开号：US20090048443A1

  公开（公告）日：2009-02-19

  The compounds of the present invention are represented by the chemical structure found in Formula (I): wherein: the carbon atom designated * is in the R or S configuration; and X is a fused bicyclic carbocycle or heterocycle selected from the group consisting of benzofuranyl, benzo[b]thiophenyl, benzoisothiazolyl, benzoisoxazolyl, indazolyl, indolyl, isoindolyl, indolizinyl, benzoimidazolyl, benzooxazolyl, benzothiazolyl, benzotriazolyl, imidazo[1,2-a]pyridinyl, pyrazolo[1,5-a]pyridinyl, [1,2,4]triazolo[4,3 -a]pyridinyl, thieno[2,3-b]pyridinyl, thieno[3,2-b]pyridinyl, 1H-pyrrolo[2,3-b]pyridinyl, indenyl, indanyl, dihydrobenzocycloheptenyl, tetrahydrobenzocycloheptenyl, dihydrobenzothiophenyl, dihydrobenzofuranyl, indolinyl, naphthyl, tetrahydronaphthyl, quinolinyl, isoquinolinyl, 4H-quinolizinyl, 9aH-quinolizinyl, quinazolinyl, cinnolinyl, phthalazinyl, quinoxalinyl, benzo[1,2,3]triazinyl, benzo[1,2,4]triazinyl, 2H-chromenyl, 4H-chromenyl, and a fused bicyclic carbocycle or fused bicyclic heterocycle optionally substituted with substituents (1 to 4 in number) as defined below in R 14 ; with R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 14 defined herein.

  本发明的化合物由公式（I）中的化学结构表示：其中：指定*的碳原子处于R或S构型；并且X是从苯并呋喃基，苯并[b]噻吩基，苯并异噻唑基，苯并异恶唑基，吲哚基，吲哚基，异吲哚基，吲哚噻唑基，苯并咪唑基，苯并噁唑基，苯并噻唑基，苯并三唑基，咪唑并[1,2-a]吡啶基，吡唑并[1,5-a]吡啶基，[1,2,4]三唑并[4,3-a]吡啶基，噻吩并[2,3-b]吡啶基，噻吩并[3,2-b]吡啶基，1H-吡咯并[2,3-b]吡啶基，茚基，茚基，二氢苯并环庚烯基，四氢苯并环庚烯基，二氢苯并噻吩基，二氢苯并呋喃基，吲哚啉基，萘基，四氢萘基，喹啉基，异喹啉基，4H-喹唑啉基，9aH-喹唑啉基，喹唑啉基，茜啶基，邻苯二酚基，喹喔啉基，苯并[1,2,3]三嗪基，苯并[1,2,4]三嗪基，2H-香豆素基，4H-香豆素基，或者是一个融合的双环碳环或融合的双环杂环，可选择地用以下在R14中定义的取代基（1至4个）替换；其中R1、R2、R3、R4、R5、R6、R7、R8和R14在此处定义。
• Palladium-Catalyzed Homo-Coupling of Heteroarylsulfoniums via Borylation/Suzuki-Miyaura Coupling Sequence
  作者：Hideki Yorimitsu、Hiroko Minami、Keisuke Nogi

  DOI：10.3987/com-18-s(t)78

  日期：——

  Palladium-catalyzed homo-coupling of heteroaryldimethylsulfoniums proceeds in the presence of bis(pinacolato)diboron and a base to yield biheteroaryls. The homo-coupling involves palladium-catalyzed borylation and the subsequent Suzuki-Miyaura coupling. As the sulfoniums were able to be prepared in situ from the corresponding heteroaryl sulfides and methyl triflate, one-pot transformations of heteroaryl sulfides into the homo-coupling products were executed. Furthermore, a facile synthesis of a highly substituted 2,2'-bibenzofuran was accomplished with a combination of Pummerer-type synthesis of 2-benzofuryl sulfide and the present homo-coupling.
• Drug conjugates and their use for treating cancer, an autoimmune disease or an infectious disease
  申请人：Senter D Peter

  公开号：US20060074008A1

  公开（公告）日：2006-04-06

  Drug-Linker-Ligand Conjugates are disclosed in which a Drug is linked to a Ligand via a peptide-based Linker unit. In one embodiment, the Ligand is an Antibody. Drug-Linker compounds and Drug compounds are also disclosed. Methods for treating cancer, an autoimmune disease or an infectious disease using the compounds and compositions of the invention are also disclosed.
• US7659241B2
  申请人：——

  公开号：US7659241B2

  公开（公告）日：2010-02-09