3-苯基呋喃 | 13679-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苯基呋喃
• 英文名称: 3-phenylfuran
• CAS: 13679-41-9
• 化学式: C₁₀H₈O
• 分子量: 144.173
• InChiKey: BNANPEQZOWHZKY-UHFFFAOYSA-N

物化性质

• 熔点：
  58.5-59 °C
• 沸点：
  140-145 °C(Press: 10 Torr)
• 密度：
  1.048±0.06 g/cm3(Predicted)
• LogP：
  3.137 (est)
• 保留指数：
  1208;1193;1193;1194
• 稳定性/保质期：
  存在于白肋烟烟叶、香料烟烟叶以及烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2932190090

制备方法与用途

合成制备方法

• 烟草：BU，56；OR，26。

反应信息

• 作为反应物：
  描述：

  3-苯基呋喃 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(3-phenylfuran-2-yl)methyl]acetamide
  参考文献：
  名称：

  Anti-Helicobacter pylori Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles

  摘要：

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.

  DOI：

  10.1021/jm9900671
• 作为产物：
  描述：

  3-phenyl-2(5H)-furanone 在 硫酸 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.5h， 生成 3-苯基呋喃
  参考文献：
  名称：

  Munoz, A. Heber; Tamariz, Joaquin; Jimenez, Rogelio, Journal of Chemical Research, Miniprint, 1993, # 2, p. 501 - 522

  摘要：

  DOI：

文献信息

• Visible-Light-Promoted Redox Neutral C–H Amidation of Heteroarenes with Hydroxylamine Derivatives
  作者：Qixue Qin、Shouyun Yu

  DOI：10.1021/ol501457s

  日期：2014.7.3

  redox neutral direct C–H amidation of heteroarenes has been achieved. Hydroxylamine derivatives, which are easily accessed, have been employed as tunable nitrogen sources. These reactions were enabled by a visible-light-promoted single-electron transfer pathway without a directing group. A variety of heteroarenes, such as indoles, pyrroles, and furans, could go through this amidation with high yields (up

  在室温下实现了杂芳烃的氧化还原中性直接C–H酰胺化。容易获得的羟胺衍生物已被用作可调氮源。这些反应是通过可见光促进的单电子转移途径实现的，而没有指导基团。各种杂芳烃，例如吲哚，吡咯和呋喃，都可以高产率（高达98％）通过酰胺化反应。这些反应具有高度的区域选择性，所有产物均作为单一的区域异构体被分离出来。
• Synthesis of Amido-N-imidazolium Salts and their Applications as Ligands in Suzuki-Miyaura Reactions: Coupling of Hetero- aromatic Halides and the Synthesis of Milrinone and Irbesartan
  作者：Manian Rajesh Kumar、Kyungho Park、Sunwoo Lee

  DOI：10.1002/adsc.201000592

  日期：2010.12.17

  catalytic system based on palladium-amido-N-heterocyclic carbenes for Suzuki–Miyaura coupling reactions of heteroaryl bromides is described. A variety of sterically bulky, amido-N-imidazolium salts were synthesized in high yields from the corresponding anilines. This catalytic system effectively promoted Suzuki–Miyaura couplings of heteroaryl bromides and chlorides with a range of boronic acids to

  描述了基于钯-酰胺基-N-杂环卡宾的Suzuki-Miyaura杂芳基溴化物偶联反应的新催化体系。从相应的苯胺以高收率合成了各种空间庞大的酰胺基-N-咪唑鎓盐。该催化体系有效地促进了杂芳基溴化物和氯化物与一系列硼酸的Suzuki-Miyaura偶联，从而以高收率得到了相应的芳基化合物。随着取代基空间位阻的增加，产率增加。特别是，1-（2,6-二异丙基）-3- ñ - （2,4,6-三-叔-butylphenylacetamido）咪唑鎓溴化物（4BC）在2-溴吡啶和苯基硼酸的偶联反应中显示出850,000 TON。此外，药物化合物如米力农和厄贝沙坦是通过Suzuki-Miyaura偶联，使用体积庞大的酰胺基-N-咪唑鎓盐（4bc）作为配体合成的。
• Palladium/tetraphosphine catalyzed suzuki cross‐coupling of heteroarylboronic acids with aryl halides
  作者：Isabelle Kondolff、Henri Doucet、Maurice Santelli

  DOI：10.1002/jhet.5570450109

  日期：2008.1

  ne/[PdCl(C3H5)]2 efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiophene- or benzothiopheneboronic acids, furan- or benzofuranboronic acids and 3-pyridineboronic acid with a variety of aryl bromides gave the corresponding coupling products in good yields. However, in most cases

  顺式，顺式，顺式-1,2,3,4-四（二苯基膦甲基）环戊烷/ [PdCl（C 3 H 5）] 2有效催化杂芳基硼酸与芳基溴化物的Suzuki反应，以及芳基硼酸与杂芳基的偶联溴化物。噻吩或苯并噻吩硼酸，呋喃或苯并呋喃硼酸和3-吡啶硼酸与各种芳基溴的偶合得到相应的偶合产物，收率很高。然而，在大多数情况下，使用杂芳基溴化物与芳基硼酸进行的逆反应在底物/催化剂的比例方面获得了更好的结果。
• Suzuki Coupling Reactions of Heteroarylboronic Acids with Aryl Halides and Arylboronic Acids with Heteroaryl Bromides Using a Tetraphosphine/Palladium Catalyst
  作者：Henri Doucet、Maurice Santelli、Isabelle Kondolff

  DOI：10.1055/s-2005-871951

  日期：——

  4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3 H 5 )] 2 efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiopheneboronic acids. 3-furanboronic acid and 3-pyridineboronic acid with a variety of aryl bromides gave the corresponding adducts in good yields. However, in most cases,

  cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3 H 5 )] 2 有效催化杂芳基硼酸与芳基溴化物的 Suzuki 反应以及芳基硼酸与杂芳基的偶联溴化物。噻吩硼酸的偶联。3-呋喃硼酸和3-吡啶硼酸与各种芳基溴化物以良好的产率得到相应的加合物。然而，在大多数情况下，杂芳基溴化物与芳基硼酸的反应在底物/催化剂比方面获得了更好的结果。
• Pyrrolopyrazine derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05292732A1

  公开（公告）日：1994-03-08

  The novel pyrrolopyrazines of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 signifies aryl and the other signifies hydrogen, lower alkyl or aryl or R.sup.1 and R.sup.2 together with the two carbon atoms denoted by .alpha. and .beta. signify the group A; ##STR2## R.sup.3 signifies hydrogen or lower alkyl and R.sup.4 signifies hydrogen or R.sup.3 and R.sup.4 together signify an additional C/N bond; R.sup.5 signifies hydrogen or lower alkyl; R.sup.6 signifies hydrogen or lower alkyl; R.sup.7 signifies hydrogen, halogen, lower alkyl, optionally substituted lower alkoxy, or C.sub.3-6 -cycloalkyl, C.sub.4-6 -cycloalkenyl, C.sub.3-6 -cycloalkyloxy, hydroxy, trifluoro- methanesulphonyloxy or optionally substituted benzyl- oxycarbonyloxy; and the dotted line signifies an optional additional C/C bond, and pharmaceutically acceptable acid addition salts of the compounds of formula I can be used in the control or prevention of illnesses or in the improvement of health, especially in the control or prevention of depressive states, cognitive disorders and neurodegenerative diseases such as Parkinson's disease and Alzheimer's disease.

  通用公式为##STR1##的新型吡咯吡嗪，其中R.sup.1和R.sup.2中的一个表示芳基，另一个表示氢、低烷基或芳基，或者R.sup.1和R.sup.2连同由α和β表示的两个碳原子表示A基团；##STR2##中，R.sup.3表示氢或低烷基，R.sup.4表示氢或R.sup.3和R.sup.4一起表示额外的C/N键；R.sup.5表示氢或低烷基；R.sup.6表示氢或低烷基；R.sup.7表示氢、卤素、低烷基、可选择取代的低烷氧基、C.sub.3-6-环烷基、C.sub.4-6-环烯基、C.sub.3-6-环烷氧基、羟基、三氟甲磺酰氧基或可选择取代的苄氧羰氧基；虚线表示可选的额外C/C键，公式I化合物的药学上可接受的酸盐可用于控制或预防疾病或改善健康，特别是在控制或预防抑郁状态、认知障碍和帕金森病、阿尔茨海默病等神经退行性疾病的方面。

表征谱图