benzofuran-2-yl(4-fluorophenyl)methanol | 82158-22-3

• 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: benzofuran-2-yl(4-fluorophenyl)methanol
• 英文别名: p-fluorophenyl(benzofuran-2-yl)methanol；alpha-(4-Fluorophenyl)-2-benzofuranmethanol；1-benzofuran-2-yl-(4-fluorophenyl)methanol
• CAS: 82158-22-3
• 化学式: C₁₅H₁₁FO₂
• 分子量: 242.25
• InChiKey: NIDNSGORHMQLTR-UHFFFAOYSA-N

物化性质

• 熔点：
  47-49 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  378.1±32.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzofuran-2-yl(4-fluorophenyl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 生成 benzofuran-2-yl(4-fluorophenyl)methanone
  参考文献：
  名称：

  A straightforward conversion of aurones to 2-benzoylbenzofurans: transformation of one class of natural products into another

  摘要：

  The naturally occurring aurones (2-benzylidene-3(2H)-benzofuran-3-ones) can be easily converted to another class of natural products 2-benzoylbenzo[b]furans, via an effective reduction, acid-mediated rearrangement, and oxidation cascade. This easy conversion was conducted without purification of intermediates. This straightforward conversion may be considered as a possible biosynthesis pathway of 2-benzoylbenzo[b]furans in plants. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.011
• 作为产物：
  描述：

  1-乙酰氧基-2-碘苯 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium diacetate 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 benzofuran-2-yl(4-fluorophenyl)methanol
  参考文献：
  名称：

  De, Mahuya; Majumdar, Dyuti P.; Kundu, Nitya G., Journal of the Indian Chemical Society, 1999, vol. 76, # 11-12, p. 665 - 674

  摘要：

  DOI：

文献信息

• Copper(I)-Catalyzed Chemoselective Reduction of Benzofuran-2-yl Ketones to Alcohols with B₂pin₂ via a Domino-Borylation-Protodeboronation Strategy
  作者：Qingqing Xuan、Weiguang Kong、Qiuling Song

  DOI：10.1021/acs.joc.7b00596

  日期：2017.7.21

  A novel copper(I)-catalyzed chemoselective reduction of the carbonyls of benzofuran-2-yl ketones over furan rings with B2pin2 has been developed. This reaction proceeded under mild conditions. High valuable secondary alcohol derivatives of benzofurans were obtained in good to excellent yields with a broad substrate scope. The mechanistic studies suggested that a domino-borylation-protodeboronation

  开发了一种新型的铜（I）催化的具有B 2 pin 2的呋喃环上苯并呋喃-2-基酮的羰基化学选择性还原。该反应在温和的条件下进行。获得了高价值的苯并呋喃仲醇衍生物，具有良好的收率和优异的收率，具有广泛的底物范围。机理研究表明该反应涉及多米诺骨化-硼氢化-原脱硼途径。
• 1-[(Benzofuran-2-yl)phenylmethyl]-triazoles and -tetrazoles - potent competitive inhibitors of aromatase
  作者：T.K. Vinh、M. Ahmadi、P.O. Lopez Delgado、S. Fernandez Perez、H.M. Walters、H.J. Smith、P.J. Nicholls、C. Simons

  DOI：10.1016/s0960-894x(99)00328-5

  日期：1999.7

  The synthesis of a series of novel 1-[(benzofuran-2-yl)phenylmethyl]-triazoles and -tetrazoles is described. The compounds were tested for human placental aromatase inhibition in vitro, using [1beta-3H]-androstenedione as the substrate for the aromatase enzyme, the percentage inhibition and IC50 data is included.

  描述了一系列新的1-[（（苯并呋喃-2-基）苯基甲基]-三唑和-四唑的合成。使用[1β-3H]-雄烯二酮作为芳香酶的底物，体外测试了这些化合物对人胎盘芳香酶的抑制作用，其中包括抑制百分比和IC50数据。
• Synthesis and pharmacological study of new calcium antagonists, analogues of cinnarizine and flunarizine
  作者：S Younes、G Baziard-Mouysset、G de Saqui-Sannes、JL Stigliani、M Payard、R Bonnafous、J Tisne-Versailles

  DOI：10.1016/0223-5234(93)90049-k

  日期：1993.1

  Several phosphonic diethyl esters were synthesized and their calcium antagonistic activity evaluated in vitro. The diethyl phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-(diphenylmethyl-1 piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the diethyl phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent calcium antagonist structures, only 1 of the 19 synthesized compounds exhibited a calcium antagonistic profile.
• Synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity via palladium-catalyzed heteroannulation of chiral arylpropargylic alcohols
  作者：Maurizio Botta、Vincenzo Summa、Federico Corelli、Giovanna Di Pietro、Paolo Lombardi

  DOI：10.1016/0957-4166(96)00138-3

  日期：1996.5

  2-Iodophenol and 2-iodo-N-mesylaniline have been reacted with alpha-arylpropargylic alcohols of high enantiomeric purity under transition-metal catalysis leading to aryl 2-benzofuranyl and aryl 2-indolyl carbinols in good yield and high enantiomeric excess, thus constituting the first enantiospecific synthesis of these important classes of compounds. Copyright (C) 1996 Elsevier Science Ltd
• PESTELLINI, VITTORIO;GIOLITTI, ALESSANDRO;PASQUII, FRANCO;ABELLI, LUIGI;C+, EUR. J. MED. CHEM., 23,(1988) N 2, 203-206
  作者：PESTELLINI, VITTORIO、GIOLITTI, ALESSANDRO、PASQUII, FRANCO、ABELLI, LUIGI、C+

  DOI：——

  日期：——