2-苯并呋喃乙酸 | 62119-70-4

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2-苯并呋喃乙酸
• 英文名称: benzofuran-2-yl-acetic acid
• 英文别名: 2-(benzofuran-2-yl)acetic acid；2-(2-benzofuranyl)acetic acid；2-benzofuranacetic acid；benzofuran-2-acetic acid；Benzofuran-2-yl-essigsaeure；1-benzofuran-2-yl-acetic acid；2-(1-benzofuran-2-yl)acetic acid
• CAS: 62119-70-4
• 化学式: C₁₀H₈O₃
• mdl: MFCD00052742
• 分子量: 176.172
• InChiKey: ZYIXXVCNAOYWQA-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98℃
• 沸点：
  163-165 °C(Press: 17 Torr)
• 密度：
  1.316

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  2-苯并呋喃乙酸 在 草酰氯 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 1-diazo-3-(2-benzofuranyl)-2-propanone
  参考文献：
  名称：

  Intramolecular Carbenoid Insertions:  Reactions of α-Diazo Ketones Derived from Furanyl-, Thienyl-, (Benzofuranyl)-, and (Benzothienyl)acetic Acids with Rhodium(II) Acetate

  摘要：

  alpha-Diazo ketones tethered to furan, benzofuran, thiophene, and benzothiophene by a single methylene spacer have been shown to undergo atypical, rhodium(II) acetate catalyzed chemistry. For example, while treatment of 1-diazo-3-(3-furanyl)-2-propanone with Rh-2(OAc)(4) resulted in the expected 2-(4-oxo-2-cyclopentenylidene)acetaldehyde, isomeric 1-diazo-3-(2-furanyl)-2-propanone undergoes a vinylogous Wolff rearrangement and in the presence of water gives a mixture of 6a-methyl-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-one and 2-(2-methyl-3-furyl)acetic acid. Rhodium acetate catalyzed decomposition of 1-diazo-3-(3-benzofuranyl)-2-propanone and 1-diazo-3-(2-benzofuranyl)-2-propanone are also shown to undergo vinylogous Wolff rearrangement despite the fact that this chemistry is not observed with homologous benzofuranyl systems. alpha-Diazo ketones derived from benzothienyl propionic acids undergo the expected cyclization with 1-diazo-4-(3-benzothienyl)-2-butanone and 1-diazo-4-(2-benzothienyl)-2-butanone giving rise to 1,2,3,4-tetrahydrodibenzo[b,d]thiophen-3-one and 1,2,3,4-tetrahydrodibenzo[b,d]thiophen-2-one, respectively. While decomposition of 1-diazo-3-(3-benzothienyl)-2-propanone resulted in the formation of 2,3-dihydro-1H-benzo[b]cyclopenta[d]thiophen-a-one, the isomeric 1-diazo-3-(2-benzothienyl)-2-propanone gave a dimer which resulted from a [3 + 2] cycloaddition followed by a [1,3]-alkyl shift. Overall, the results from this study of intramolecular carbenoid insertion into five-membered heteroaromatic systems show that the resultant chemistry is dependent on the nature of the heteroatom, position of substitution, and the length of the aliphatic tether.

  DOI：

  10.1021/jo9814593
• 作为产物：
  描述：

  苯并呋喃-2-羧酸 在 吡啶 、 盐酸 、 氯化亚砜 、 乙醚 、 乙醇 、 sodium ethanolate 、 一水合肼 作用下， 生成 2-苯并呋喃乙酸
  参考文献：
  名称：

  ÜberCumaryl-2-aldehyd und einige andere Cumaronderivate

  摘要：

  DOI：

  10.1002/hlca.19300130609

文献信息

• Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts
  作者：Li-Li Liao、Guang-Mei Cao、Jian-Heng Ye、Guo-Quan Sun、Wen-Jun Zhou、Yong-Yuan Gui、Si-Shun Yan、Guo Shen、Da-Gang Yu

  DOI：10.1021/jacs.8b08792

  日期：2018.12.19

  visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good

  两个亲电子试剂之间的交叉亲电子试剂偶联是在化学计量外部还原剂存在下生成 CC 键的有效且经济的方法。在此，我们报告了一种通过可见光光氧化还原催化实现第一个无外部还原剂的交叉亲电子偶联的新策略。各种带有伯、仲和叔 CN 键的四烷基铵盐与醛/酮和 CO2 进行选择性偶联。值得注意的是，原位生成的副产物三甲胺被有效地用作电子供体。此外，该协议表现出温和的反应条件、低催化剂负载、广泛的底物范围、良好的官能团耐受性和容易的可扩展性。机理研究表明，苄基自由基和阴离子可能是通过光催化产生的关键中间体，
• Insights into β-ketoacyl-chain recognition for β-ketoacyl-ACP utilizing AHL synthases
  作者：Mila Nhu Lam、Dastagiri Dudekula、Bri Durham、Noah Collingwood、Eric C. Brown、Rajesh Nagarajan

  DOI：10.1039/c8cc04532a

  日期：——

  The design, synthesis and kinetic evaluation of beta-ketoacyl-ACP mimics for two 3-oxoacyl-ACP utilizing quorum signal synthases are reported.

  报道了用于两种3-氧代酰-ACP利用类群信号合成酶的β-酮酰-ACP模拟物的设计、合成和动力学评价。
• Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
  申请人：——

  公开号：US20020045747A1

  公开（公告）日：2002-04-18

  Disclosed are compounds which inhibit &bgr;-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits &bgr;-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  公开了抑制β-淀粉样肽释放和/或其合成的化合物，因此可用于治疗阿尔茨海默病。还公开了包含抑制β-淀粉样肽释放和/或其合成的化合物的药物组合物，以及使用这些药物组合物预防性和治疗性治疗阿尔茨海默病的方法。
• Non-nucleoside reverse transcriptase inhibitors
  申请人：Roche Palo Alto LLC

  公开号：US20040192704A1

  公开（公告）日：2004-09-30

  This invention relates to novel heterocyclic compounds of formula I wherein R 1 —R 4 , X 1 and X 2 are as defined in the summary and pharmaceutically acceptable salts and solvates thereof, methods to inhibit or modulate Human Immunodeficiency Virus (HIV) reverse transcriptase with compounds of formula I, pharmaceutical compositions containing of formula I admixed with at least one solvent, carrier or excipient and processes to prepare compounds of formula I. The compounds are useful for treating disorders in which HIV and genetically related viruses are implicated 1

  这项发明涉及公式I的新异环化合物，其中R1-R4、X1和X2如摘要中所定义，并且其药用可接受盐和溶剂化合物，用公式I的化合物抑制或调节人类免疫缺陷病毒（HIV）逆转录酶的方法，含有公式I的药物组合物，与至少一种溶剂、载体或赋形剂混合，并制备公式I的化合物的方法。这些化合物可用于治疗HIV和遗传相关病毒参与的疾病。
• Photochromic heterocyclically anellated indenochromene compounds
  申请人：Rodenstock GmbH

  公开号：US06660727B1

  公开（公告）日：2003-12-09

  The present invention relates to specific photochromic heterocyclically annellated indenochromene derivatives and the use thereof in plastics of all types, particularly for ophthalmic applications. In particular, the present invention relates to indeno[2,1-f]chromene derivatives having the following general formula (I) and indeno[1,2-h]chromene derivatives having the following general formula (II):

  本发明涉及特定的光致变色杂环螺合吲哚基色素衍生物及其在各种类型的塑料中的应用，特别是在眼科应用中。具体而言，本发明涉及具有以下一般式(I)的吲哚［2,1-f］色素衍生物和具有以下一般式(II)的吲哚［1,2-h］色素衍生物：