furan-3-yl(4-methoxyphenyl)methanone | 68204-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: furan-3-yl(4-methoxyphenyl)methanone
• 英文别名: 3-(4-methoxybenzoyl)furan；furan-3-yl-(4-methoxyphenyl)methanone
• CAS: 68204-87-5
• 化学式: C₁₂H₁₀O₃
• 分子量: 202.21
• InChiKey: MACXOJXDVQBLAM-UHFFFAOYSA-N

物化性质

• 熔点：
  71-74 °C
• 沸点：
  321.9±22.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  furan-3-yl(4-methoxyphenyl)methanone 在 草酰氯 、 硫酸 、 氨 、 乙酸酐 、 三溴化硼 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 1,2-二氯乙烷 为溶剂， 反应 66.0h， 生成 4-(4-hydroxybenzoyl)furan-2-sulfonamide
  参考文献：
  名称：

  新型4-芳基噻吩和呋喃-2-磺酰胺的合成与衍生

  摘要：

  在乙酸酐中区域选择性地用硫酸磺化3-芳基噻吩和呋喃，得到相应的2,4-二取代的杂环。母体磺酰胺的苄胺衍生物可通过芳基酚的曼尼希反应，或通过采用自由基溴化后进行选择性氨解的顺序获得。该方法学提供了对各种区域选择性取代的杂环的容易获得的途径。

  DOI：

  10.1002/jhet.5570260648
• 作为产物：
  描述：

  4-甲氧基苯甲腈 、 3-溴呋喃 生成 furan-3-yl(4-methoxyphenyl)methanone
  参考文献：
  名称：

  新型4-芳基噻吩和呋喃-2-磺酰胺的合成与衍生

  摘要：

  在乙酸酐中区域选择性地用硫酸磺化3-芳基噻吩和呋喃，得到相应的2,4-二取代的杂环。母体磺酰胺的苄胺衍生物可通过芳基酚的曼尼希反应，或通过采用自由基溴化后进行选择性氨解的顺序获得。该方法学提供了对各种区域选择性取代的杂环的容易获得的途径。

  DOI：

  10.1002/jhet.5570260648

文献信息

• Ni-Catalyzed cross-coupling reactions of <i>N</i>-acylpyrrole-type amides with organoboron reagents
  作者：Pei-Qiang Huang、Hang Chen

  DOI：10.1039/c7cc07457c

  日期：——

  to ketones is highly desirable yet challenging in organic synthesis. We herein report the first Ni/bis-NHC-catalyzed cross-coupling of N-acylpyrrole-type amides with arylboronic esters to obtain diarylketones. This method is facilitated by a new chelating bis-NHC ligand. The reaction tolerates diverse functional groups on both arylamide and arylboronic ester partners including sensitive ester and ketone

  酰胺向酮的催化转化是非常需要的，但是在有机合成中具有挑战性。我们在此报道了N-酰基吡咯型酰胺与芳基硼酸酯的第一次Ni /双-NHC催化的交叉偶联，以获得二芳基酮。新的螯合双-NHC配体促进了该方法。该反应耐受芳基酰胺和芳基硼酸酯伙伴上的各种官能团，包括敏感的酯基和酮基。
• Palladium-Catalyzed Cross-Carbonylation of Aryl Iodides with Five-Membered Cyclic Olefins
  作者：Tetsuya Satoh、Tomoaki Itaya、Kazumi Okuro、Masahiro Miura、Masakatsu Nomura

  DOI：10.1021/jo00127a035

  日期：1995.11

  Intermolecular cross-carbonylation of aryl iodides with five-membered cyclic olefins such as dihydrofurans and cyclopentene was found to proceed by using a catalyst system of PdCl2/PPh(3) under CO (3-5 atm) in the presence of a tertiary amine. With 2,3- and 2,5-dihydrofurans, 2-aroyl-4,5-dihydro- and 3-aroyl-2,3-dihydrofurans were obtained as the predominant products, respectively, while the reaction of iodobenzene with cyclopentene gave a mixture of three regioisomers of benzoylcyclopentene. The yields of the products were observed to be markedly influenced by the amount of triphenylphosphine added.
• 4-Substituted thiophene- and furan-2-sulfonamides as topical carbonic anhydrase inhibitors
  作者：George D. Hartman、Wasyl Halczenko、Robert L. Smith、Michael F. Sugrue、Pierre J. Mallorga、Stuart R. Michelson、William C. Randall、Harvey Schwam、John M. Sondey

  DOI：10.1021/jm00099a010

  日期：1992.10

  A series of 4-substituted thiophene- and furan-2-sulfonamides was prepared and was found to possess nanomolar-level potency for inhibition of human carbonic anhydrase II in vitro. Selected examples from this group were further evaluated for their potential to act as topically effective ocular hypotensive agents in the ocular normotensive albino rabbit and the ocular alpha-chymotrypsinized rabbit. Solubility studies in water and pH 7.4 buffer were carried out to estimate the ability of compounds to be formulated in solution. The sensitization potential of key representative structures was determined by in vitro glutathione reactivity studies and guinea pig maximization testing.
• 4-(benzoyl)thiophene(or furan)-sulfonamide and derivatives thereof for the topical treatment of elevated intraocular pressures
  申请人：Merck & Co., Inc.

  公开号：EP0268396B1

  公开（公告）日：1990-11-28
• HARTMAN, GEORGE D.;HALCZENKO, WASYL, J. HETEROCYCL. CHEM., 26,(1989) N, C. 1793-1798
  作者：HARTMAN, GEORGE D.、HALCZENKO, WASYL

  DOI：——

  日期：——