4-phenylbenzo[b]thiophene | 52380-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4-phenylbenzo[b]thiophene
• 英文别名: 4-phenyl-1-benzothiophene
• CAS: 52380-85-5
• 化学式: C₁₄H₁₀S
• 分子量: 210.299
• InChiKey: NJCJOKLCLFCCON-UHFFFAOYSA-N

物化性质

• 熔点：
  46-47 °C
• 沸点：
  366.8±11.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4-phenylbenzo[b]thiophene 在 正丁基锂 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 2-(2,2-dichloro-1-fluoroethenyl)-4-phenylbenzothiophene 1,1-dioxide
  参考文献：
  名称：

  Synthesis and SNV reactions of 2-(haloethenyl)benzo[b]thiophene 1,1-dioxides

  摘要：

  DOI：

  10.1021/jo00275a013
• 作为产物：
  描述：

  3,6-二氯-2-氟苯甲醛 在 甲烷磺酸(2-二环己基膦基-2',4',6'-三-异丙基-1,1'-联苯基)(2'-氨基-1,1'-联苯-2-基)钯(II) 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 49.83h， 生成 4-phenylbenzo[b]thiophene
  参考文献：
  名称：

  使用 Ohira-Bestmann 试剂意外形成 4,7-二卤代苯并 [B] 噻吩以及 Suzuki-Miyaura 中卤素取代的苯并 [B] 噻吩与苯硼酸偶联的反应性

  摘要：

  2-(1-金刚硫烷基)-3,6-二卤代苯甲醛与 Ohira-Bestmann 试剂反应得到 4,7-二卤代苯并[b]噻吩以及正炔烃产物。通过该方法制备了九种带有氯、溴或碘原子的4,7-二卤代苯并[b]噻吩。还研究了 4,7-二卤代苯并[b]噻吩与 PhB(OH)2 在 Suzuki-Miyaura 交叉偶联反应中的区域选择性。简介 杂环化合物非常重要，尤其是在药理学和材料科学中。杂环化合物的制备已经发表了大量的报道1。然而，新的方法也在不断探索，以制备结构更复杂、更精细的化合物，这些化合物将用于药物、材料等的开发。以此目的，与各种官能团相容的温和反应条件是有利的。最近，相当多的论文报道了在温和条件下从炔烃2,3 制备杂环化合物4。例如，叠氮化物-炔烃环加成（AAC）作为典型的“点击”反应之一已广泛应用于许多研究领域。2、 5 对于其他例子，各种路易斯酸性过渡金属催化剂用于含有杂原子和邻近炔烃部分的杂原子化合物的分子内环化。6

  DOI：

  10.3987/com-19-14132

文献信息

• Pd‐Catalyzed Cyclization of Alkynyl Norbornene Derivatives for the Synthesis of Benzofused Heteroarenes
  作者：Hayeon Kwak、Eunsu Kang、Jae Yeong Song、Geunhee Kang、Jung Min Joo

  DOI：10.1002/adsc.202100763

  日期：2021.11.9

  Modular approaches, which allow a systematic variation of heteroaromatic cores and substituents, are crucial for the development of heteroaromatic drug candidates and organic functional materials. A new strategy involving the cyclization of heteroarenes tethered with alkynes through a norbornene bridge was developed. The precursors were readily prepared by a three-component coupling process of heteroaryl

  模块化方法允许杂芳族核心和取代基的系统变化，对于杂芳族候选药物和有机功能材料的开发至关重要。开发了一种涉及通过降冰片烯桥与炔烃相连的杂芳烃环化的新策略。前体很容易通过杂芳基卤化物、降冰片二烯和末端炔烃的三组分偶联过程制备。源自 Pd(OAc) 2的 Pd 催化体系和 2-（吡唑-1-基）吡啶将各种五元杂芳烃转化为相应的苯并稠合产物，包括（二）苯并噻吩、吲唑、咔唑、吲哚和苯并呋喃，在 C4（C7 ） 位置。在环化过程中，降冰片烯环发生逆狄尔斯-阿尔德反应，作为乙炔合成子。这种方法用于从富电子芳烃合成萘衍生物，证明了其在（杂）芳环成环方面的多功能性。
• Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates
  作者：Enxuan Zhang、Jiaze Tang、Suhua Li、Peng Wu、John E. Moses、K. Barry Sharpless

  DOI：10.1002/chem.201600167

  日期：2016.4.11

  A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: ‐Br> ‐OSO2F> ‐Cl. Exploiting this trend allowed the stepwise chemoselective

  使用市售的SO 2 F 2气体可以轻松地合成氟代杂芳基硫酸盐。这些底物是铃木反应中的高效偶联伙伴。通过明智地选择Pd催化剂，可以将氟硫酸盐的功能与溴化物和氯化物区分开来。反应顺序为：-Br> -OSO 2 F> -Cl。利用这一趋势，可以逐步化学合成许多多取代的吡啶，包括药物Etoricoxib。
• [EN] PREPARATION OF HETEROCYCLIC KETONES<br/>[FR] PREPARATION DE CETONES HETEROCYCLIQUES
  申请人：BASELL POLYOLEFINE GMBH

  公开号：WO2004056796A1

  公开（公告）日：2004-07-08

  The present invention relates to a process for preparing heterocyclic ketones of the formulae (I) and (la), by reacting a heterocyclic compound of the formula (II), with an α,ß-unsaturated carboxylic acid of the formula (III), or with its anhydride of the formula (IV), where R1 is hydrogen or a C1-C40 carbon-containing group, R2 is hydrogen or a C1-C40 carbon-containing group, or R1 and R2 together form a cyclic ring system, R3 is a C1-C40 carbon-containing group and X is an element of the 16th group of the Periodic Table or is a divalent nitrogen group -(N-R4)-, where R4 is an electron-withdrawing radical which is selected from the group consisting of perhalogenated C1-C40 carbon-containing radicals and C1-C40 organosulfonyl groups.

  本发明涉及一种制备式(I)和(Ia)的杂环酮的方法，通过将式(II)的杂环化合物与式(III)的α,ß-不饱和羧酸或其式(IV)的酐反应而得，其中R1为氢或C1-C40碳基团，R2为氢或C1-C40碳基团，或R1和R2一起形成一个环状环系统，R3为C1-C40碳基团，X为周期表第16族元素或是一个二价氮基团-(N-R4)-，其中R4是从全氟化的C1-C40碳基团和C1-C40有机磺酰基组成的一组中选择的电子吸引基。
• Preparation of heterocyclic ketones
  申请人：Elder J. Michael

  公开号：US20070142649A1

  公开（公告）日：2007-06-21

  The present invention relates to a process for preparing heterocyclic ketones of the formulae (I) and (la), by reacting a heterocyclic compound of the formula (II), with an α,β-unsaturated carboxylic acid of the formula (III), or with its anhydride of the formula (IV), where R 1 is hydrogen or a C 1 -C 40 carbon-containing group, R 2 is hydrogen or a C 1 -C 40 carbon-containing group, or R 1 and R 2 together form a cyclic ring system, R 3 is a C 1 -C 40 carbon-containing group and X is an element of the 16th group of the Periodic Table or is a divalent nitrogen group —(N—R 4 )—, where R 4 is an electron-withdrawing radical which is selected from the group consisting of perhalogenated C 1 -C 40 carbon-containing radicals and C 1 -C 40 organosulfonyl groups.

  本发明涉及一种制备式(I)和(la)的杂环酮的方法，该方法通过将式(II)的杂环化合物与式(III)的α，β-不饱和羧酸或其式(IV)的酸酐反应而得到，其中R1是氢或含有C1-C40碳的基团，R2是氢或含有C1-C40碳的基团，或者R1和R2一起形成一个环状环系统，R3是含有C1-C40碳的基团，X是周期表第16族元素或是二价氮基团—(N-R4)—，其中R4是从含有卤素的C1-C40碳基团和C1-C40有机磺酰基团组成的电子吸引基团中选择的。
• Organometallic Transition Metal Compound, Biscyclopentadienyl Ligand System, Catalyst System and Process for Preparing Polyolefins
  申请人：Elder J. Michael

  公开号：US20070260025A1

  公开（公告）日：2007-11-08

  The present invention relates to organometallic transition metal compounds of the formula (I) M 1 is a metal of group 3, 4, 5 or 6 of the Periodic Table of the Elements or the lanthanicles, X are identical or different and are each an organic or inorganic radical, where two radicals X can also be joined to one another, n is a natural number from 1 to 4, T 1 , T 2 are identical or different and are each a divalent group selected from the group consisting of —O—, —S—, —Se—, —Te—, —N(R 13 )_′—P(R 13 )—, —As(R 13 )—, Sb(R 13 )—, —Si(R 13 ) 2- , —C(R 13 R 14 )—C(R 13 R 15 )— and —C(R 14 )═C(R 15 )—, where R 13 , R 14 and R 15 are identical or different and are each hydrogen or an organic radical having from 1 to 40 carbon atoms, R 1 , R 7 are identical or different and are each hydrogen or an organic radical having from 1 to 40 carbon atoms, R 2 R 8 are identical or different and are each hydrogen or an organic radical having from 1 to 40 carbon atoms, R 3 R 9 are identical or different and are each halogen or an organic radical having from 1 to 40 carbon atoms, where R 3 is not methyl when T 1 is —C(H)═C(H)—, R 4 , R 5 R 6 , R 10 , R 11 and R 12 are identical or different and are each hydrogen, halogen or an organic radical having from 1 to 40 carbon atoms, or two adjacent radicals R 4 , R 5 , R 6 , R 10 , R 11 and R 12 together with the atoms connecting them form a monocyclic or polycyclic, substituted or unsubstituted ring system which has from 1 to 40 carbon atoms and may also contain heteroatoms selected from the group consisting of the elements O, S, Se, Te, N, P, As, Sb and Si, or, if T 1 or T 2 is —O—, —S—, —Se— or —Te—, the radical R 3 together with R 4 and/or the radical R 9 together with R 10 forms a monocyclic or polycyclic, substituted or unsubstituted ring system which has from 1 to 40 carbon atoms and may also contain heteroatoms selected from the group consisting of the elements O, S, Se, Te, N, P, As, Sb and Si, and A is a bridge consisting of a divalent atom or a divalent group, biscyclopentadienyl ligand systems having such a substitution pattern, catalyst systems comprising at least one of the organometallic transition metal compounds of the present invention, a process for preparing polyolefins by polymerization or copolymerization of at least one olefin in the presence of one of the catalyst systems of the present invention and the polyolefins obtainable in this way, the use of the biscyclopentaclienyl ligand systems of the present invention for preparing organometallic transition metal compounds and a process for preparing organometallic transition metal compounds using the biscyclopentaclienyl ligand systems.

  本发明涉及公式(I)的有机金属过渡金属化合物，其中M1是元素周期表中III、IV、V或VI族或镧系元素的金属，X是相同或不同的有机或无机基团，其中两个基团X也可以连接在一起，n是1至4的自然数，T1、T2是相同或不同的二价基团，选自—O—、—S—、—Se—、—Te—、—N(R13)_′—P(R13)—、—As(R13)—、Sb(R13)—、—Si(R13)2-、—C(R13R14)—C(R13R15)—和—C(R14)═C(R15)—，其中R13、R14和R15相同或不同，均为氢或具有1至40个碳原子的有机基团，R1、R7相同或不同，均为氢或具有1至40个碳原子的有机基团，R2、R8相同或不同，均为氢或具有1至40个碳原子的有机基团，R3、R9相同或不同，均为卤素或具有1至40个碳原子的有机基团，其中当T1为—C(H)═C(H)—时，R3不是甲基，R4、R5、R6、R10、R11和R12相同或不同，均为氢、卤素或具有1至40个碳原子的有机基团，或相邻的两个基团R4、R5、R6、R10、R11和R12与连接它们的原子一起形成有1至40个碳原子的单环或多环取代或未取代环系，也可以包含从O、S、Se、Te、N、P、As、Sb和Si元素组成的杂原子，或者如果T1或T2为—O—、—S—、—Se—或—Te—，则基团R3与R4和/或基团R9与R10一起形成有1至40个碳原子的单环或多环取代或未取代环系，也可以包含从O、S、Se、Te、N、P、As、Sb和Si元素组成的杂原子，A是由二价原子或二价基团组成的桥，具有这种取代模式的双环戊二烯配体系统，包括本发明的有机金属过渡金属化合物的催化剂体系，通过在本发明的催化剂体系存在下聚合或共聚合至少一种烯烃的制备聚烯烃的方法以及由此得到的聚烯烃，本发明的双环戊二烯配体系统用于制备有机金属过渡金属化合物的用途以及使用双环戊二烯配体系统制备有机金属过渡金属化合物的方法。