3-(2-甲氧基苯基)-2-苯基-1-苯并呋喃 | 62378-28-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 中文名称: 3-(2-甲氧基苯基)-2-苯基-1-苯并呋喃
• 英文名称: 3-(o-methoxyphenyl)-2-phenylbenzo[b]furan
• 英文别名: 2-phenyl-3-(o-methoxyphenyl)benzofuran；3-(2-methoxy-phenyl)-2-phenyl-benzofuran；3-(o-Methoxyphenyl)-2-phenyl-benzofuran；3-(2-Methoxyphenyl)-2-phenyl-1-benzofuran
• CAS: 62378-28-3
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: GPLNEONJCMGJGU-UHFFFAOYSA-N

物化性质

• 沸点：
  401.6±33.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-甲氧基苯基)-2-苯基-1-苯并呋喃 以 四氢呋喃 为溶剂， 反应 216.0h， 生成 8-Methoxy-13-oxa-indeno[1,2-l]phenanthrene
  参考文献：
  名称：

  Photochemistry of vinyl halides. Formation of benzofurans by photolysis of .beta.-(o-methoxyphenyl)vinyl bromides

  摘要：

  DOI：

  10.1021/jo00339a012
• 作为产物：
  描述：

  (2-(benzyloxy)-phenyl)(2-methoxyphenyl)methanone 在 nickel(IV) oxide 、 一水合肼 作用下， 以 乙腈 、 正丁醇 为溶剂， 反应 0.67h， 生成 3-(2-甲氧基苯基)-2-苯基-1-苯并呋喃
  参考文献：
  名称：

  四（2-羟苯基）乙烯的部分醚化衍生物的选择性合成。杯[4]芳烃配体系统的替代方案。

  摘要：

  已经开发了（E）-和（Z）-1,2-双（2'-羟基苯基）-双（2'-甲氧基苯基）乙烯的立体选择性合成，前者是通过正交保护的2,2'-的会聚偶联而形成的。二苯甲酮衍生物和后者通过四（2-甲氧基苯基）乙烯的选择性部分脱烷基而形成。在5-叔丁基系列中也已经证明了选择性单脱甲基。因此，类似于相应的杯[4]芳烃体系，现在可以使用预组织的四（2-羟苯基）乙烯配体体系的二价和一价衍生物用于配位化学。[结构：见文字]

  DOI：

  10.1021/ol0491639

文献信息

• Palladium-Catalyzed Suzuki Coupling with Terminal Alkynes - Application to the Synthesis of 2,3-Disubstituted Benzo[b]furans
  作者：Françoise Colobert、Anne-Sophie Castanet、Olivier Abillard

  DOI：10.1002/ejoc.200500166

  日期：2005.8

  The Suzuki coupling reaction between alkynylboronic esters (generated in situ from acetylenic derivatives) and aryl bromides, pyridyl bromides or vinyl bromides is reported. 5-endo-dig-iodocyclisation of o-alkynylanisoles, generated by this palladium-catalyzed Suzuki coupling reaction, was performed with N-iodosuccinimide (NIS) in the presence of BCl3. 2-Substituted 3-iodobenzo[b]furans were synthesized

  报道了炔基硼酸酯（由炔属衍生物原位生成）与芳基溴化物、吡啶基溴化物或乙烯基溴化物之间的 Suzuki 偶联反应。在 BCl3 存在下，使用 N-碘代琥珀酰亚胺 (NIS) 进行由这种钯催化的 Suzuki 偶联反应生成的邻炔基苯甲醚的 5-endo-dig-iodocyclisation。合成了 2-取代的 3-碘苯并 [b] 呋喃，并通过 Suzuki 偶联反应以高产率转化为 2,3-二取代的苯并 [b] 呋喃。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Competition of Mechanisms in the Photochemical Cleavage of the C−X Bond of Aryl-Substituted Vinyl Halides
  作者：Carlo Galli、Patrizia Gentili、Alessandra Guarnieri、Shinjiro Kobayashi、Zvi Rappoport

  DOI：10.1021/jo981164p

  日期：1998.12.1

  The photolysis of aryl halides causes homolysis of the carbon-halogen bond and formation of aryl radicals. In contrast, photolysis of vinyl halides can induce both heterolysis of the C-X bond, thereby generating vinyl cations, and homolysis, giving vinyl radicals. Examples of this competition among pathways is reported here for three vinylic precursors, namely, 1,2,2-triphenylbromoethene (1), 1-phenyl-2,2-bis(o-methoxyphenyl)-1-bromoethene (11), and beta-bromostyrene (19). Incursion of the photoinduced S(RN)1 process, through the intermediacy of the vinyl radical, is verified in the presence of reducing nucleophiles, such as the enolate ions of ketones, and in part with (EtO)(2)PO-. Conversely, incursion of the heterolytic path, and intermediacy of the vinyl cation, occurs in the presence of weak electron-donor anions, such as NO2-, N-3(-), and Cl-. The vinyl cation produced from 19, which is less stable than those derived from 1 and 11, gives phenylacetylene via an E1-type elimination. An estimate is provided for the intramolecular rate of interception of the vinyl cation derived from 11 by the ortho-methoxy groups of the beta-o-anisyl substituents. Finally, evidence against a photoinduced electron transfer from RO- ions to vinyl halide 1 is presented.
• SUZUKI, TATSUO;KITAMURA, TSUGIO;SONODA, TAKA-AKI;KOBAYASHI, SHINJIRO;TANI+, J. ORG. CHEM., 1981, 46, N 26, 5324-5328
  作者：SUZUKI, TATSUO、KITAMURA, TSUGIO、SONODA, TAKA-AKI、KOBAYASHI, SHINJIRO、TANI+

  DOI：——

  日期：——
• Selective Syntheses of Partially Etherified Derivatives of Tetrakis(2-hydroxyphenyl)ethene. An Alternative to the Calix[4]arene Ligand System
  作者：Megumi Fujita、Guizhong Qi、Udo H. Verkerk、Trevor L. Dzwiniel、Robert McDonald、Jeffrey M. Stryker

  DOI：10.1021/ol0491639

  日期：2004.8.1

  2'-benzophenone derivative and the latter by selective partial dealkylation of tetrakis(2-methoxyphenyl)ethene. Selective single demethylation has also been demonstrated in the 5-tert-butyl series. Thus, divalent and monovalent derivatives of the preorganized tetrakis(2-hydroxyphenyl)ethene ligand system are now available for use in coordination chemistry, analogous to corresponding calix[4]arene systems. [structure:

  已经开发了（E）-和（Z）-1,2-双（2'-羟基苯基）-双（2'-甲氧基苯基）乙烯的立体选择性合成，前者是通过正交保护的2,2'-的会聚偶联而形成的。二苯甲酮衍生物和后者通过四（2-甲氧基苯基）乙烯的选择性部分脱烷基而形成。在5-叔丁基系列中也已经证明了选择性单脱甲基。因此，类似于相应的杯[4]芳烃体系，现在可以使用预组织的四（2-羟苯基）乙烯配体体系的二价和一价衍生物用于配位化学。[结构：见文字]
• Photochemistry of vinyl halides. Formation of benzofurans by photolysis of .beta.-(o-methoxyphenyl)vinyl bromides
  作者：Tatsuo Suzuki、Tsugio Kitamura、Takaaki Sonoda、Shinjiro Kobayashi、Hiroshi Taniguchi

  DOI：10.1021/jo00339a012

  日期：1981.12