1-bromo-4-methoxy-2-[1-(4-methoxyphenyl)ethenyl]benzene | 1134949-20-4

• 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: 1-bromo-4-methoxy-2-[1-(4-methoxyphenyl)ethenyl]benzene
• CAS: 1134949-20-4
• 化学式: C₁₆H₁₅BrO₂
• 分子量: 319.198
• InChiKey: HIAMYNBUSHVNPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-bromo-4-methoxy-2-[1-(4-methoxyphenyl)ethenyl]benzene 在 bis(1,5-cyclooctadiene)nickel (0) 、 四甲基乙二胺 、 叔丁基锂 、 C₂₁H₂₇O₃P 、 sodium t-butanolate 作用下， 以 乙醚 、 甲苯 、 正戊烷 为溶剂， 反应 25.5h， 生成 (R)-5-methoxy-3-(4-methoxyphenyl)-1-methyl-1-propyl-1H-benzo[b]silole
  参考文献：
  名称：

  镍(0)-催化的不对称环扩展向对映体富集的硅-立体异构苯甲硅烷

  摘要：

  我们公开了一种以优异的产率和对映选择性不对称合成对映体富集的硅立体苯并硅烷的最先进的策略，该方法由 Ni 0 /手性 PR 3催化剂系统实现。此外，还描述了对通过所提出的催化策略合成的硅立体双硅桥连 π 扩展系统的手性光学特性的初步研究。

  DOI：

  10.1002/anie.202111025
• 作为产物：
  描述：

  2-bromo-5-methoxyphenyl(4-methoxyphenyl)methanone 、 亚甲基三苯基膦烷 以 四氢呋喃 为溶剂， 以92%的产率得到1-bromo-4-methoxy-2-[1-(4-methoxyphenyl)ethenyl]benzene
  参考文献：
  名称：

  Synthesis of 2-Benzothiophene-1(3H)-thione and Isothiochromene-1-thione Derivatives by Iodine-Mediated Cyclization of Lithium 2-(Vinyl)dithiobenzoate Derivatives

  摘要：

  DOI：

  10.3987/com-08-11514

文献信息

• New, Facile Synthesis of 3,3-Disubstituted Phthalides Based on the Reaction of α-Substituted 2-Lithiostyrenes with Carbon Dioxide
  作者：Kazuhiro Kobayashi、Taketoshi Kozuki、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-09-11837

  日期：——

  A new method to prepare 3,3-disubstituted phthalides [isobenzofuran-1(3H)-ones] from alpha-substituted 2-bromostyrenes has been developed. The reaction of alpha-substituted 2-lithiostyrenes, generated in situ by bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, with carbon dioxide gave the corresponding lithium 2-vinylbenzoates, which upon treatment with concentrated hydrochloric acid afforded the desired products in one pot.
• Synthesis of 2H-Benzo[b]thietes by TFA-Mediated Cyclization of O-tert-Butyl S-(2-Vinylphenyl) Carbonothioates via 4H-3,1-Benzoxathiin-2-one Intermediates
  作者：Kazuhiro Kobayashi、Takuma Ueyama

  DOI：10.3987/com-18-14021

  日期：——

  An efficient method for the preparation of 2H-benzo[b]thiete derivatives under mild conditions has been developed. The reaction of 2-(1-arylethenyl)phenyl bromides with butyllithium at -78 degrees C generates 2-(1-arylethenyl)phenyllithiums, which are successively treated with sulfur and Boc(2)O at the same temperature to afford S-[2-(1-arylethenyl)phenyl] O-tert-butyl carbonothioates. These compounds are then treated with TFA at 0 or 20 degrees C to yield 2-aryl-2-methyl-2H-benzo[b]thietes via formation of the 4-aryl-4-methyl-4H-3,1-benzoxathiin-2-ones followed by decarboxylation.
• Synthesis of 2-Benzothiophene-1(3H)-thione and Isothiochromene-1-thione Derivatives by Iodine-Mediated Cyclization of Lithium 2-(Vinyl)dithiobenzoate Derivatives
  作者：Kazuhiro Kobayashi、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-08-11514

  日期：——
• Nickel(0)‐Catalyzed Asymmetric Ring Expansion Toward Enantioenriched Silicon‐Stereogenic Benzosiloles
  作者：Jinyu Zhang、Nuo Yan、Cheng‐Wei Ju、Dongbing Zhao

  DOI：10.1002/anie.202111025

  日期：2021.12

  We disclosed a state-of-the-art strategy for the asymmetric synthesis of enantioenriched silicon-stereogenic benzosiloles in excellent yields and enantioselectivities enabled by a Ni0/chiral PR3-catalyst system. Moreover, preliminary studies on the chiroptical properties of silicon-stereogenic bis-silicon-bridged π-extended systems, which were synthesized by the presented catalysis strategy, are also

  我们公开了一种以优异的产率和对映选择性不对称合成对映体富集的硅立体苯并硅烷的最先进的策略，该方法由 Ni 0 /手性 PR 3催化剂系统实现。此外，还描述了对通过所提出的催化策略合成的硅立体双硅桥连 π 扩展系统的手性光学特性的初步研究。