3-methyl-2,5-diphenylfuran | 84302-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-methyl-2,5-diphenylfuran
• 英文别名: 3-Methyl-2,5-diphenyl-furan
• CAS: 84302-11-4
• 化学式: C₁₇H₁₄O
• 分子量: 234.298
• InChiKey: YEGBWHMQQAHSME-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  331.7±11.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methyl-2,5-diphenylfuran 在 硝酸 、 溶剂黄146 作用下， 生成 2-甲基-1,4-二苯基丁-2-烯-1,4-二酮
  参考文献：
  名称：

  The Conversion of Unsaturated 1,4-Diketones into Furans and Hydroxyfuranones

  摘要：

  DOI：

  10.1021/ja01263a018
• 作为产物：
  描述：

  2-methyl-1,4-diphenyl-2-buten-1,4-dione 在 盐酸 、 溶剂黄146 、 tin(ll) chloride 作用下， 生成 3-methyl-2,5-diphenylfuran
  参考文献：
  名称：

  The Conversion of Unsaturated 1,4-Diketones into Furans and Hydroxyfuranones

  摘要：

  DOI：

  10.1021/ja01263a018

文献信息

• Domino Radical Addition/Oxidation Sequence with Photocatalysis: One-Pot Synthesis of Polysubstituted Furans from α-Chloro-Alkyl Ketones and Styrenes
  作者：Shuang Wang、Wen-Liang Jia、Lin Wang、Qiang Liu、Li-Zhu Wu

  DOI：10.1002/chem.201602053

  日期：2016.9.19

  A new domino reaction has been developed that allows the combination of styrenes and α‐alkyl ketone radicals to afford a wide array of polysubstituted furans in good to excellent yields under mild and simple reaction conditions. The key to success of this novel protocol is the use of photocatalyst fac‐Ir(ppy)3 and oxidant K2S2O8. Mechanistic studies by a radical scavenger and photoluminescence quenching

  已开发出一种新的多米诺反应，该反应允许苯乙烯和α-烷基酮自由基的组合在温和简单的反应条件下以良好或优异的收率提供各种各样的多取代呋喃。该新协议成功的关键是使用光催化剂fac ‐Ir（ppy）3和氧化剂K 2 S 2 O 8。通过自由基清除剂和光致发光猝灭的机理研究表明，自由基加成/氧化途径是可行的。
• A sequential synthesis of substituted furans from aryl alkynes and ketones involving a cerium(IV) ammonium nitrate (CAN)-mediated oxidative cyclization
  作者：Sridhar Undeela、Joshi P. Ramchandra、Rajeev S. Menon

  DOI：10.1016/j.tetlet.2014.08.039

  日期：2014.10

  A convenient, two-step synthesis of substituted furans from readily available aryl alkynes and ketones is reported. The furan-forming oxidative cyclization is mediated by the combination of cerium(IV) ammonium nitrate and potassium bromide and can be carried out in an open flask.

  据报道，由易得的芳基炔烃和酮方便地，两步合成取代的呋喃。呋喃形成的氧化环化反应是由硝酸铈（IV）铵和溴化钾的组合介导的，可以在敞口烧瓶中进行。
• Efficient Generation and Increased Reactivity in Cationic Gold via Brønsted Acid or Lewis Acid Assisted Activation of an Imidogold Precatalyst
  作者：Junbin Han、Naoto Shimizu、Zhichao Lu、Hideki Amii、Gerald B. Hammond、Bo Xu

  DOI：10.1021/ol501443m

  日期：2014.7.3

  Brønsted or Lewis acid assisted activation of an imidogold precatalyst (L-Au-Pht, Pht = phthalimide) offers a superior way to generate cationic gold compared with the commonly used silver-based system. It is also broadly applicable for most common gold-catalyzed reactions. For reactions that require milder conditions, milder acids can be used for optimized efficiency.

  与常用的银基系统相比，布朗斯台德或路易斯酸辅助活化亚胺金预催化剂（L-Au-Pht，Pht = 邻苯二甲酰亚胺）提供了一种生成阳离子金的优越方法。它也广泛适用于最常见的金催化反应。对于需要温和条件的反应，可以使用温和的酸来优化效率。
• Copper-Catalyzed Regioselective Synthesis of Multisubstituted Furans by Coupling between Ketones and Aromatic Olefins
  作者：Amrita Dey、Md Ashif Ali、Sourav Jana、Alakananda Hajra

  DOI：10.1021/acs.joc.7b00476

  日期：2017.5.5

  A regioselective synthesis of multisubstituted furan derivatives has been developed via Cu(II)-catalyzed intermolecular annulation of aryl ketones with a wide range of aromatic olefins under ambient air in good yields. This protocol is applicable to both cyclic and acyclic aryl ketones.

  在环境空气下，通过Cu（II）催化芳基酮与多种芳族烯烃的分子间环化反应，已开发出多取代基呋喃衍生物的区域选择性合成方法。该协议适用于环状和无环芳基酮。
• Enhanced Reactivity in Homogeneous Gold Catalysis through Hydrogen Bonding
  作者：Weibo Wang、Manish Kumar、Gerald B. Hammond、Bo Xu

  DOI：10.1021/ol403584e

  日期：2014.1.17

  those instances where protodeauration is the rate-determining step. The efficiency of additives capable of hydrogen-bonding-assisted protodeauration correlated with their standing in a scale of hydrogen bonding basicity (measured by pKBHX). All additives used in the study are commercially available.

  在原型脱氢是决定速率的步骤的情况下，良好的氢键受体添加剂可提高金催化反应的效率。能够进行氢键辅助原型脱氢的添加剂的效率与其在氢键碱度（以p K BHX衡量）中的地位相关。研究中使用的所有添加剂都是可商购的。