7,8-benzocoumarin-3-ylformic acid | 82119-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 7,8-benzocoumarin-3-ylformic acid
• 英文别名: 2-oxo-2H-benzo[h]chromene-3-carboxylic acid；2-Oxo-2H-benzo[h]chromen-3-carbonsaeure；2-oxobenzo[h]chromene-3-carboxylic acid
• CAS: 82119-82-2
• 化学式: C₁₄H₈O₄
• 分子量: 240.215
• InChiKey: HCZYKDRIXYWMQG-UHFFFAOYSA-N

物化性质

• 沸点：
  486.2±33.0 °C(Predicted)
• 密度：
  1.487±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,8-benzocoumarin-3-ylformic acid 在 三乙烯二胺 、 水 、 N,N'-羰基二咪唑 作用下， 以97 %的产率得到2H-naphtho[1,2-b]pyran-2-one
  参考文献：
  名称：

  Water-promoted catalytic hydrodecarboxylation of conjugated carboxylic acids under open air conditions at room temperature

  摘要：

  我们开发出了一种水促进 DABCO 有机催化共轭羧酸加氢脱羧反应，可提供相应的脱羧产物，产率从良好到极佳。这种不含金属、光催化剂和氧化剂的方案具有高官能度、高活性和低成本的特点。

  DOI：

  10.1039/d3gc00351e
• 作为产物：
  描述：

  1-羟基-2-奈甲醛 在 哌啶 、 氢氧化钾 作用下， 生成 7,8-benzocoumarin-3-ylformic acid
  参考文献：
  名称：

  Cramer; Windel, Chemische Berichte, 1956, vol. 89, p. 354,364

  摘要：

  DOI：

文献信息

• Synthesis of 2-(alkylamino)-5-{alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates using a multi-component reaction in water
  作者：Mehdi Adib、Ehsan Sheikhi、Azadeh Kavoosi、Hamid Reza Bijanzadeh

  DOI：10.1016/j.tet.2010.09.032

  日期：2010.11

  A simple synthesis of 2-(alkylamino)-5-alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates via a one-pot multi-component reaction is described. The reactive 1:1 zwitterionic intermediate generated from the addition of isocyanides to dialkyl acetylenedicarboxylates was trapped at room temperature by coumarin-3-carboxylic acids prepared in situ from a 2-hydroxy aromatic aldehyde and

  描述了通过一锅多组分反应简单合成2-（烷基氨基）-5- 烷基[（2-oxo-2 H -chromen-3-基）羰基]氨基} -3,4-呋喃二甲酸酯的方法。 。在室温下，由2-羟基芳族醛和Meldrum酸原位制备的香豆素3-羧酸将由异氰酸酯加成到乙炔基二羧酸二烷基酯中生成的反应性1：1两性离子中间体被捕获，从而提供了好至极好的标题化合物产量。
• Novel Synthetic Approach for the Access of Functionalised 4H-Chromenes
  作者：Mahdieh Sadeghpour、Fatemeh Bagheri

  DOI：10.3184/174751916x14792153319761

  日期：2016.12

  A simple, efficient and high-yielding one-pot protocol for the synthesis of novel functionalised 4H-chromenes and chromene carboxylic acids has been developed using multi-component domino coupling reactions of anil-like compounds with 1,3-diketones and indole in the presence of formic acid catalyst under solvent-free conditions. The protocol avoids the use of expensive catalysts, toxic solvents and

  使用类苯胺化合物与 1,3-二酮和吲哚的多组分多米诺偶联反应，开发了一种简单、高效和高产的单锅法，用于合成新型官能化 4H-色烯和色烯羧酸。在无溶剂条件下存在甲酸催化剂。该协议避免使用昂贵的催化剂、有毒溶剂和色谱分离。
• A Coumarin Fluorescent Probe for Ca2+ Containing Aza-Crown Ether Unit
  作者：Li-Qiang Yan、Min-Sui Xie、Ming-Sheng Peng、Wei Liu

  DOI：10.1071/ch13273

  日期：——

  A novel fluorescent probe for Ca2+ based on coumarin containing an aza-crown ether unit was synthesised. The probe recognised Ca2+, and formed a 1 : 1 complex with Ca2+ in acetonitrile.

  基于含有氮冠醚单元的香豆素，合成了一种新型 Ca2+ 荧光探针。该探针可识别 Ca2+，并在乙腈中与 Ca2+ 形成 1 ：1 的复合物。
• Traceless-Activation Strategy for Rh-Catalyzed Csp²–H Arylation of Coumarins
  作者：Fuzhong Han、Shanshan Xun、Lina Jia、Yutong Zhang、Liwei Zou、Xiangping Hu

  DOI：10.1021/acs.orglett.9b02040

  日期：2019.8.2

  A traceless-activation strategy for the synthesis of 4-arylchroman-2-ones via a Rh(III)-catalyzed C-H activation of 2-arylpyridines and subsequent conjugated/decarboxylative addition to coumarin-3-carboxylic acids has been reported. The carboxyl group at C3 position of coumarin proved to be crucial to realize the reaction, which is spontaneously removed after the reaction by the release of CO2. The reaction displayed good substrate tolerance and gave various 4-arylchroman-2-ones in up to 90% yield.
• TWO-PHOTON PROBE FOR DETECTING COPPER(II) ION AND QUANTITATIVE ESTIMATION OF COPPER(II) ION IN HUMAN TISSUE USING THE SAME
  申请人：Korea University Research and Business Foundation

  公开号：US20150306252A1

  公开（公告）日：2015-10-29

  The present disclosure relates to a two-photon probe for in-vivo imaging, having high selectivity for copper(II) ion, and a method for quantitatively estimating copper(II) on (Cu 2+ ) in vivo using the same. The two-phoion probe according to the present disclosure can detect intracellular free copper(H) on for a long period of time with a penetration depth greater than 90 μm in living cells and tissues without the problems of mistargeting and photobleaching and can quantitatively estimate copper(II) on concentration in vivo using the ratio of blue emission intensity at 400-450 nm and red emission intensity at 550-650 nm.