(5-methylfuran-2-yl)(phenyl)methanone | 21493-94-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-methylfuran-2-yl)(phenyl)methanone
• 英文别名: 2-benzoyl-5-methylfuran；2-(5-Methyl)-furylphenylketon；5-methyl-furan-2-yl phenyl ketone；Methanone, (5-methyl-2-furanyl)phenyl-；(5-methylfuran-2-yl)-phenylmethanone
• CAS: 21493-94-7
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: DRRGJRUNNNIEFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-methylfuran-2-yl)(phenyl)methanone 在 吡啶 、 盐酸羟胺 、 一水合肼 、 sodium hydroxide 、 锌 作用下， 以 乙醇 、 苯 为溶剂， 反应 1.08h， 生成
  参考文献：
  名称：

  呋喃环开口-吡咯环封闭。1,2,3,4-四氢吡咯并[1,2 - a ]吡嗪-3-酮的简单路线

  摘要：

  我们在这里报告了呋喃开环-Paal-Knorr吡咯合成序列在将糠胺转化为1,2,3,4-四氢吡咯并[1,2 - a ]吡嗪-3-酮中的应用。

  DOI：

  10.1016/j.tetlet.2013.05.066
• 作为产物：
  描述：

  (5-methylfuran-2-yl)(phenyl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以76%的产率得到(5-methylfuran-2-yl)(phenyl)methanone
  参考文献：
  名称：

  Singlet-Oxygen-Mediated One-Pot Synthesis of 3-Keto-tetrahydrofurans from 2-(β-Hydroxyalkyl) Furans

  摘要：

  Photooxygenation of 2-(beta-hydroxyalkyl) furans affords, in one synthetic operation and in high yields, 3-keto-tetrhydrofuran motifs via intramolecular Michael-type addition to the 1,4-enedione intermediate.

  DOI：

  10.1021/ol8024742

文献信息

• Method Of Preparing Fused Ring Indeno Compounds
  申请人：Transitions Optical, Inc.

  公开号：US20150141662A1

  公开（公告）日：2015-05-21

  The present invention relates to methods of preparing fused ring indeno compounds that involves reacting together a dienophile and a lactone compound, in the presence of a catalyst, and a carboxylic acid anhydride. With some embodiments, the fused ring indeno compound is represented by the following Formula (I-A), the dienophile is represented by the following Formula (II-A), and the lactone compound is represented by the following Formula (III-A):

  本发明涉及一种制备融合环吲哚化合物的方法，涉及将双亲受体和内酯化合物在催化剂和羧酸酐的存在下反应在一起。在某些实施例中，融合环吲哚化合物由以下式(I-A)表示，双亲受体由以下式(II-A)表示，内酯化合物由以下式(III-A)表示：
• Photochromic Indeno-Fused Ring Pyran Compounds
  申请人：Transitions Optical, Inc.

  公开号：US20150141661A1

  公开（公告）日：2015-05-21

  The present invention relates to photochromic indeno-fused ring pyran compounds represented by the following Formula (I-A): The present invention also relates to photochromic dichroic compounds, such as represented by Formula (I-A), in which (i) Z 2 is a group N—R 13 in which R 13 is a group L, and (ii) optionally at least one R 1 independently for each n is selected from a group L, in which the group L independently in each case is a lengthening group that provides the photochromic compound with dichroic properties, in accordance with some embodiments. The present invention also relates to photochromic articles, such as photochromic ophthalmic articles, that include one or more photochromic compounds according to the present invention, such as represented by Formula (I-A).

  本发明涉及由以下式（I-A）表示的光致变色吲哚融合环吡喃化合物。本发明还涉及光致二向色化合物，例如由式（I-A）表示，其中（i）Z2是一个N—R13基团，其中R13是一个L基团，以及（ii）对于每个n，可选地至少选择一个R1，每种情况下独立选择自L基团，其中每种情况下L基团是一个提供光致化合物二向色性能的延伸基团，符合某些实施例。本发明还涉及光致物品，例如光致眼科物品，包括根据本发明的一个或多个光致化合物，例如由式（I-A）表示。
• Fused ring indeno compounds for preparation of photochromic compounds
  申请人：Transitions Optical, Inc.

  公开号：US09029565B1

  公开（公告）日：2015-05-12

  The present invention relates to intermediate compounds represented by the following Formula (I-A), The intermediate compounds of the present invention, such as represented by Formula (I-A), can be used to prepare photochromic compounds, such as photochromic fused ring indenopyran compounds, including but not limited to photochromic fused ring indeno-naphtho-pyran compounds.

  本发明涉及以下式（I-A）所代表的中间化合物， 本发明的中间化合物，如由式（I-A）所代表的，可用于制备光致变色化合物，例如光致变色融合环吲哚吡喃化合物，包括但不限于光致变色融合环吲哚萘吡喃化合物。
• Trialkylphosphine-Mediated Synthesis of 2-Acyl Furans from Ynenones
  作者：Chao Xu、Stéphane Wittmann、Manuel Gemander、Venla Ruohonen、J. Stephen Clark

  DOI：10.1021/acs.orglett.7b01533

  日期：2017.7.7

  A novel reaction for the synthesis of 2-acyl furans is reported. The reaction is believed to proceed by sequential addition of a trialkylphosphine to an ynenone, 5-exo-dig cyclization to form the furan, and oxidation of the resulting phosphonium ylide with molecular oxygen. Many common functional groups are tolerated during the reaction, and the products are obtained in good to excellent yield under

  报道了合成2-酰基呋喃的新反应。该反应被认为是通过依次加入三烷基膦的一种ynenone，5-进行外切-挖环化以形成呋喃，并用分子氧将所得磷叶立德的氧化。在反应过程中可以耐受许多常见的官能团，并且在温和的条件下以良好或优异的收率获得了产物。这种方法可以从简单的原料中有效地获得重要的生物化合物，包括稠合的多环化合物和呋喃甲醛。
• Base cleavage of substituted [phenyl(2-thienyl)methyl]- and [phenyl(2-furyl)methyl]-trimethylsilane. Stabilization of carbanionic centres by 2-thienyl and 2-furyl groups
  作者：Colin Eaborn、Graziella Pirazzini、Giancarlo Seconi、Alfredo Ricci

  DOI：10.1016/s0022-328x(00)81224-3

  日期：1980.6

  Ph(2-furyl)CH2, 29.6; (2-thienyl)2CH2, 27.1. The effect of the 2-Cl substituent in the thiophen ring is close to that of the p-Cl substituent in the benzene ring, and the effects of the p-Me substituents on the benzene ring are very close to those of the 2-Me substituents on the thiophen or furan rings. The product and rate isotope effects (determined by use of MeOD) are consistent with separation of the

  已确定（2-噻吩基）2 CHSiMe 3和化合物Ph（2-噻吩基）CHSiMe 3和Ph（2-呋喃基）CHSiMe 3及其某些衍生物在25°C下的NaOMEMeOH在25°C的裂解速率。在苯基的m-或p-位或杂环基的5-位上的取代基。结果表明，2-噻吩基和2-呋喃基比苯基更有效地稳定了碳负离子中心，并且可以得出以下近似的p K a值：Ph 2 CH 2，33.4； n 2 ＝1。pH值（2-噻吩基）CH 2，30.0; pH值（2-呋喃基）CH 2，29.6; （2-噻吩基）2 CH 2，27.1。噻吩环中2-Cl取代基的作用与苯环中p -Cl取代基的作用接近，苯环中p -Me取代基的作用与2-Me取代物的作用非常接近噻吩或呋喃环上的取代基。产物和速率同位素效应（通过使用MeOD确定）与速率确定步骤中碳负离子的分离是一致的。