ethyl 2-(benzofuran-2-yl)acetate | 57119-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: ethyl 2-(benzofuran-2-yl)acetate
• 英文别名: Cumaron-essigsaeure-(2)-aethylester；Ethyl-2'-benzofurylacetat；benzofuran-2-yl-acetic acid ethyl ester；Benzofuran-2-yl-essigsaeure-aethylester；ethyl 2-(1-benzofuran-2-yl)acetate
• CAS: 57119-39-8
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: DWPLPDXWGZPIMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  ethyl 2-(benzofuran-2-yl)acetate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以95%的产率得到2-苯并呋喃乙酸
  参考文献：
  名称：

  吲哚和苯并呋喃的钯催化脱芳构化双官能化

  摘要：

  描述了钯催化的 N-Boc-吲哚和苯并呋喃的脱芳构化双官能化，得到具有完全取代的碳中心的三环二氢吲哚和 2,3-二氢苯并呋喃。在温和条件下，在室温下使用市售的芳基硼酸和 2,2,6,6-四甲基哌啶-1-氧基 (TEMPO) 作为温和的氧化剂以良好的收率形成产品。

  DOI：

  10.1002/ejoc.201600194
• 作为产物：
  描述：

  1-苯并呋喃-2-羰酰氯 在 乙醚 、 乙醇 、 silver(l) oxide 作用下， 生成 ethyl 2-(benzofuran-2-yl)acetate
  参考文献：
  名称：

  Derivatives of Benzofuran

  摘要：

  DOI：

  10.1021/ja01164a043

文献信息

• Palladium-Catalyzed Coupling of Allenylphosphonates, Phenylallenes, and Allenyl Esters:  Remarkable Salt Effect and Routes to Novel Benzofurans and Isocoumarins
  作者：Manab Chakravarty、K. C. Kumara Swamy

  DOI：10.1021/jo061525y

  日期：2006.11.1

  (OCH2CMe2CH2O)P(O)C⋮CMe (7). In the reaction of 1c with PhI, use of K2CO3 affords the butadiene (Z)-(OCH2CMe2CH2O)P(O)CHC(Ph)−C(Me)CH2 (12); in contrast, the use of Ag2CO3 leads to the allene (OCH2CMe2CH2O)P(O)C(Ph)CCMe2 (20), showing that these bases differ very significantly in their roles. The reaction of 1a with PhI or PhB(OH)2 in the presence of Pd(OAc)2/CsF/DMF leads mainly to (E)-(OCH2CMe2CH2O)P(O)CHC(Me)Ph

  烯丙基膦酸酯（OCH 2 CMe 2 CH 2 O）P（O）CH C CRR'[R，R'= H（1a），R = H，R'= Me（1b），R = R'= Me的偶联反应（1c）]在乙酸钯（II）存在下与芳基碘化物，碘苯酚和碘苯甲酸进行了研究，并将其与苯基亚烷基PhCH C CR 2 [R = H（2a），Me（2b）]和烯丙基酯进行了比较EtO 2 CCH C CR 2 [R = H（2c），Me（2d）]。而1b和1c在Pd（OAc）2 / PPh 3 / K 2 CO 3存在下使用PhI结合不同的立体化学结果，得到苯基取代的1,3-丁二烯，1a不进行偶联而是异构化为乙炔（OCH 2 CMe 2 CH 2 O）P（O）C = CMe（7）。在1c与PhI的反应中，使用K 2 CO 3得到丁二烯（Z）-（OCH 2 CMe 2 CH 2 O）P（O）CH C（Ph）-C（Me）CH 2（12）;
• Synthesis of 2,3-Disubstituted Benzofurans from<i>ortho</i>-Acylphenols
  作者：Jinsung Tae、Kwang-Ok Kim

  DOI：10.1055/s-2004-834951

  日期：——

  2,3-Disubstituted benzofuran derivatives were synthesized from ortho-acylphenols in two steps. The β-aryloxyacrylates prepared from the ortho-acylphenols were treated with n-Bu3SnH/AIBN and then with 5% HCl-EtOH to afford 2,3-disubstituted benzofurans.

  2,3 二甲基苯并呋喃衍生物由邻位苯酚分两步合成。用正-Bu3SnH/AIBN 和 5% HCl-EtOH 处理由邻位苯酚制备的 δ-芳氧基丙烯酸酯，得到 2,3-二取代苯并呋喃。
• Novel enantiomeric compounds for treatment of cardiac arrhythmias and methods of use
  申请人：Aryx Therapeutics

  公开号：EP1857450A1

  公开（公告）日：2007-11-21

  The subject invention pertains to novel enantiomerically pure compounds of the formula and compositions comprising the compounds, for the treatment of cardiac arrhythmias. The subject invention further concerns a method of making and purifying the compounds. The enantiomerically purified compounds and compositions of these compounds, exhibit unexpectedly distinct and advantageous characteristics, such as a markedly superior ability to reduce or inhibit ventricular premature beats, as compared to racemic mixtures of the compounds.

  本发明涉及新型对映体纯化合物，其式为 以及包含该化合物的组合物，用于治疗心律失常。本发明还涉及一种制造和纯化这些化合物的方法。与外消旋混合物相比，对映体纯化的化合物和由这些化合物组成的组合物表现出意想不到的独特优势特性，如明显优于外消旋混合物的降低或抑制室性早搏的能力。
• Novel catalytic activities of oxidoreductases for oxidation and or bleaching
  申请人：Call Hans-Peter

  公开号：US20060054290A1

  公开（公告）日：2006-03-16

  A new enzyme-based process for oxidation and/or bleaching is described, comprising of oxidoreductases such as laccases and/or peroxidases—seperately or in combination—in the presence of their respective co-substrates like O 2 , air, H 2 O 2 , organic peroxides, peracids etc. and comprising of enhancer compounds from the class of oxocarbons, from the class of urazoles and hydrazides, from the class of hydantoins and the class of nitril (Cyan)-compounds, and comprising additionally of carbonyl compounds such as ketones, aldehyds, whereby the combination of enzyme, co-substrate, enhancer compound and carbonyl compound generate active oxygen species like dioxiranes, dioxetanes, peroxy-compounds etc. or form other reactive compounds or transition states like radicals (kation radicals, anion radicals) or reactive (red/ox-active) neutral compounds as oxidizing and/or bleaching agents.

  描述了一种新的以酶为基础的氧化和/或漂白工艺，包括氧化还原酶，如漆酶和/或过氧化物酶--单独或组合使用--在它们各自的辅助底物如 O 2 、空气、H 2 O 2 酶、辅助底物、促进剂化合物和羰基化合物的组合可产生活性氧，如二氧环烷、二氧杂环烷、过氧化合物等，或形成其他活性化合物或过渡态，如自由基（阴离子自由基）或活性（红色/氧化活性）中性化合物，作为氧化和/或还原剂。或形成其他活性化合物或过渡态，如自由基（阳离子自由基、阴离子自由基）或活性（红色/氧化活性）中性化合物，作为氧化剂和/或漂白剂。
• O-Arylation versus C-Arylation:  Copper-Catalyzed Intramolecular Coupling of Aryl Bromides with 1,3-Dicarbonyls
  作者：Yewen Fang、Chaozhong Li

  DOI：10.1021/jo060747t

  日期：2006.8.1

  The copper-catalyzed intramolecular coupling of aryl bromides with 1,3-dicarbonyls via a six-membered ring closure was examined. With CuI (10 mol %) as the catalyst, N,N'-dimethylethylenediamine as the ligand, and Cs2CO3 as the base, the reactions of alpha-(2-bromobenzyl)-beta-keto esters in THF at refluxing temperature afforded the corresponding substituted 4H-1-benzopyrans in high yields via O-arylation. On the other hand, the reactions of delta-(2-bromophenyl)-beta-keto esters in refluxing dioxane led to the formation of 3,4-dihydronaphthalen-2(1H)-one derivatives via C-arylation.