2-phenyl-6,7-dihydrobenzofuran-4(5H)-one | 33158-10-0

• 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: 2-phenyl-6,7-dihydrobenzofuran-4(5H)-one
• 英文别名: 2-phenyl-6,7-dihydro-1-benzofuran-4(5H)-one；2-phenyl-6,7-dihydro-5H-1-benzofuran-4-one
• CAS: 33158-10-0
• 化学式: C₁₄H₁₂O₂
• mdl: MFCD08753913
• 分子量: 212.248
• InChiKey: KIECIMHLAZKJQX-UHFFFAOYSA-N

物化性质

• 熔点：
  133.5 °C
• 沸点：
  387.5±31.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.214
• 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：

  2-phenyl-6,7-dihydrobenzofuran-4(5H)-one 在 甲醇 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以99%的产率得到2-phenyl-4,5,6,7-tetrahydrobenzofuran-4-ol
  参考文献：
  名称：

  一种双三唑抑酸类药物，制备方法及其应用

  摘要：

  本发明提供一种双三唑抑酸类药物，制备方法及其应用，其化合物的结构式为：具体的制备方法是以基本化工原料环己二酮衍生物为原料，在硝酸铈铵氧化条件下与芳基乙炔环化得到酮中间体1，再用硼氢化钠将还原得到醇中间体2，经三甲基氯硅烷和叠氮化钠亲核取代得到叠氮中间体3，最后在碘化亚铜催化下与炔丙基溴、伯胺进行点击环化得到双三唑抑酸药物。本发明将得到的双三唑抑酸类药物应用于开发抗溃疡药物上，实验证明具有较好效果，适合大批量的生产。

  公开号：

  CN104817545B
• 作为产物：
  描述：

  苯乙酮肟 在 copper(l) iodide 、 manganese(III) triacetate dihydrate 、 碳酸氢钠 、 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 、 甲苯 、 乙腈 为溶剂， 反应 8.0h， 生成 2-phenyl-6,7-dihydrobenzofuran-4(5H)-one
  参考文献：
  名称：

  Direct Oxidative Coupling of Enamides and 1,3-Dicarbonyl Compounds: A Facile and Versatile Approach to Dihydrofurans, Furans, Pyrroles, and Dicarbonyl Enamides

  摘要：

  An efficient manganese(III)-mediated oxidative coupling reaction between a-aryl enamides and 1,3-dicarbonyl compounds has been developed. A series of dihydrofurans and dicarbonyl enamides were synthesized in moderate to good yields. Moreover, these dihydrofurans could be readily transformed into the corresponding furans and pyrroles via the Paal-Knorr reaction.

  DOI：

  10.1021/ol503009f

文献信息

• One-Pot Synthesis of Furans Using Base- and Acid-Supported Reagents ‘Na2CO3/Al2O3-PPA/SiO2'
  作者：Tadashi Aoyama、Takashi Nagaoka、Toshio Takido、Mitsuo Kodomari

  DOI：10.1055/s-0030-1258402

  日期：2011.2

  convenient method for the one-pot synthesis of furans from β-keto esters and α-halo ketones was developed using an acid- and base-supported reagent system ‘Na2CO3/Al2O3-PPA/SiO2’. The condensation reaction of triketones, which are formed from the reaction of β-keto esters with α-halo ketones in the presence of Na2CO3/Al2O3, was promoted by PPA/SiO2 to give the corresponding furans in good yields. This method

  开发了一种方便的方法，可使用酸和碱支持的试剂系统'Na 2 CO 3 / Al 2 O 3 -PPA / SiO 2 '从β-酮酯和α-卤代酮一锅合成呋喃。PPA / SiO 2促进了β-酮酸酯与α-卤代酮在Na 2 CO 3 / Al 2 O 3存在下的反应而形成的三酮缩合反应，得到了相应的呋喃。产量。与分步法相比，该方法简单易行，收率好。 呋喃-一锅合成-支持的试剂
• Rhodium(III)-Catalyzed Regioselective Decarboxylative Cyclization for the Synthesis of 4<i>H</i>-Furo[3,2-<i>c</i>]chromen-4-one Derivatives
  作者：Dandan Zha、Hongji Li、Shiqing Li、Lei Wang

  DOI：10.1002/adsc.201600974

  日期：2017.2.2

  This contribution describes a regioselective cyclization of hypervalent iodine reagents (HIR) with propiolic acids in the presence of a rhodium catalyst. The mild decarboxylation can tolerate a wide range of groups and generates 4H‐furo[3,2‐c]chromen‐4‐one derivatives in good isolated yields.

  该贡献描述了在铑催化剂存在下用丙酸对高价碘试剂（HIR）的区域选择性环化。轻度的脱羧可以耐受广泛的基团，并以良好的分离产率生成4 H-呋喃[3,2 - c ] chromen-4-one衍生物。
• Regioselective Synthesis of Highly Functionalized Furans Through the Ru^II-Catalyzed [3+2] Cycloaddition of Diazodicarbonyl Compounds
  作者：Likai Xia、Yong Rok Lee

  DOI：10.1002/ejoc.201402067

  日期：2014.6

  A novel method for the RuII-catalyzed regioselective synthesis of highly functionalized furans from readily available cyclic and acyclic diazodicarbonyl compounds and terminal alkynes is described. The devised protocol offers a straightforward means to the construction of a variety of diverse furan derivatives through powerful cascade processes, including the formation of ruthenium carbenoid, cyclopropenation

  描述了一种从容易获得的环状和非环状重氮二羰基化合物和末端炔烃中 RuII 催化区域选择性合成高度官能化呋喃的新方法。设计的协议为通过强大的级联过程构建各种不同的呋喃衍生物提供了一种直接的方法，包括钌卡宾的形成、环丙烯化、开环复分解和环化。
• SUBSTITUTED BICYCLIC HETEROARYL COMPOUNDS FOR THE TREATMENT OF CARDIOVASCULAR DISEASE
  申请人：Lampe Thomas

  公开号：US20100261736A1

  公开（公告）日：2010-10-14

  The present application relates to novel substituted bicyclic heteroaryl compounds, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of cardiovascular diseases.

  本申请涉及新型取代的双环杂环芳基化合物，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制备治疗和/或预防疾病的药物的用途，特别是用于治疗和/或预防心血管疾病。
• Free Radical Cyclization of 1,3‐Dicarbonyl Compounds Mediated by Manganese(III) Acetate with Alkynes and Synthesis of Tetrahydrobenzofurans, Naphthalene, and Trifluoroacetyl Substituted Aromatic Compounds
  作者：Oguzhan Alagoz、Mehmet Yılmaz、A. Tarık Pekel

  DOI：10.1080/00397910500501516

  日期：2006.5

  Abstract Furan derivatives were obtained from radical cyclizations of 1,3‐dicarbonyl compounds mediated by Mn(OAc)3 with phenyl acetylene 2a (14–66% yields). Naphthalene derivates 4a and 4b were produced in the treatments with 2a. In addition to these, trifluoroacetyl substituted naphthalene 4c, benzofuran 4d, and benzothien 4e were obtained in the reactions of trifluoromethyl‐1,3‐dicarbonyls (1 g–i)

  摘要 呋喃衍生物是通过 Mn(OAc)3 介导的 1,3-二羰基化合物与苯乙炔 2a 的自由基环化获得的（产率 14-66%）。萘衍生物 4a 和 4b 在用 2a 的处理中产生。除此之外，三氟甲基-1,3-二羰基化合物（1g-i）与2a反应得到三氟乙酰基取代萘4c、苯并呋喃4d和苯并噻吩4e。