2-phenyl-1-(1H-pyrrol-2-yl)ethanone | 13169-74-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenyl-1-(1H-pyrrol-2-yl)ethanone
• 英文别名: 1-(2-Pyrryl)-2-phenylethanone；2-(phenylacetyl)pyrrole；2-Phenylacetylpyrrol；2-phenyl-1-pyrrol-2-yl-ethanone；2-Phenyl-1-pyrrol-2-yl-aethanon；2-phenylacetylpyrrole
• CAS: 13169-74-9
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: STFMKWCNBOPACP-UHFFFAOYSA-N

物化性质

• 熔点：
  93 °C
• 沸点：
  352.4±17.0 °C(Predicted)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-phenyl-1-(1H-pyrrol-2-yl)ethanone 在 氢氧化钾 、 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 (E)-2-styryl-1H-pyrrole
  参考文献：
  名称：

  2-Vinylpyrrole and Homologs

  摘要：

  DOI：

  10.1021/ja01631a073
• 作为产物：
  描述：

  2-phenyl-1-pyrrol-2-yl-ethanol 在 2,2,6,6-四甲基哌啶氧化物 、 copper diacetate 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 以84%的产率得到2-phenyl-1-(1H-pyrrol-2-yl)ethanone
  参考文献：
  名称：

  Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile

  摘要：

  We reported a ligand- and additive-free Cu(OAc)(2)/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary and secondary benzylic alcohols, primary and secondary 1-heteroaryl alcohols, cinnamyl alcohols, and aliphatic alcohols to the corresponding aldehydes and ketones. This ambient temperature oxidation protocol is of practical features like aqueous acetonitrile as solvent, ambient air as the terminal oxidant, and low catalyst loading, presenting a potential value in terms of both economical and environmental considerations. Based on the experimental observations, a plausible reaction mechanism was proposed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.050

文献信息

• Biphenylsulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：——

  公开号：US20020095041A1

  公开（公告）日：2002-07-18

  Biphenylsulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, bicyclic or tricyclic carbon or heterocyclic ring biphenylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  提供了二苯基磺胺类化合物和调节或改变内皮素家族肽活性的方法。具体包括使用双环或三环碳或杂环环二苯基磺胺类化合物的方法，通过将该磺胺类化合物与内皮素受体接触来抑制内皮素肽与内皮素受体的结合。还提供了通过给予有效剂量的这些磺胺类化合物或其前药来治疗内皮素介导的疾病的方法，这些化合物能够抑制或增加内皮素的活性。
• .+-.2-[Phenethyl]-5-[(3,4-methylenedioxy)-.alpha.-hydroxybenzyl]py
  申请人：——

  公开号：US04543361A1

  公开（公告）日：1985-09-24

  A compound of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof are potent antihypertensive agents and are therefore useful as cardiovascular system regulators.

  该式的化合物及其药用可接受的酸盐是有效的降压药物，因此可用作心血管系统调节剂。
• Friedel-Crafts acylation of arenes with carboxylic acids using silica gel supported AlCl_3
  作者：KAVEH PARVANAK

  DOI：10.3906/kim-0912-359

  日期：——

  Aromatic compounds react smoothly with carboxylic acids in the presence of silica gel supported aluminium trichloride to afford the corresponding ketones with high regioselectivity in high to excellent yields. The catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency.

  芳香化合物在硅胶支持的三氯化铝存在下与羧酸平稳反应，生成对应的酮，具有高的区域选择性和高到优良的产率。该催化剂稳定（作为台式催化剂），可以轻松回收和重复使用，且效率没有明显变化。
• Solvent Free Synthesis of 2-Acylpyrroles and its Derivatives Catalysed by Reuseable Zinc Oxide
  作者：Shuguang Zhang、Chengliang Feng、Jin Cai、Junqing Chen、Huayou Hu、Min Ji

  DOI：10.3184/174751913x13734615005971

  日期：2013.8

  A highly efficient procedure for preparing 2-acylpyrroles and its derivatives is described. The products were obtained through regioselective Friedel–Crafts reactions of pyrroles and its derivatives with alkyl or aryl acid chlorides catalysed by zinc oxide under solvent-free conditions. This method has the advantages of green chemistry, operational simplicity, solvent-free conditions, and recoverable catalyst.

  本文介绍了一种高效制备 2-酰基吡咯及其衍生物的方法。在无溶剂条件下，通过氧化锌催化吡咯及其衍生物与烷基或芳基酸氯化物的弗里德尔-卡夫斯（Friedel-Crafts）区域选择性反应，获得了这些产物。该方法具有绿色化学、操作简单、无溶剂条件和催化剂可回收等优点。
• Zur Reaktion von Cyclopropenonen mit Azomethinen; VII. Diphenylcyclopropenon und cyclische Amidine: Synthese von bi- und tricyclischen Pyrrolinon-Derivaten
  作者：Theophil Eicher、Ralph Rohde

  DOI：10.1055/s-1985-34144

  日期：——

  Reactions of Cyclopropenones with Azomethines; VII, Diphenylcyclopropenone and Cyclic Amidines: Synthesis of Bi- and Tricyclic Pyrrolinone Derivatives Reaction of diphenylcyclopropenone (1) with cyclic amidines 2 or 10-13 gives rise to bi- and tricyclic pyrrolinone derivatives of different structural types (3 or 14-17), which can be transformed in simple sequences to pyrrolinoneannellated heterobi- and tricyclic compounds (7, 18-21).

  环丙烯酮与偶氮甲胺的反应；VII，二苯基环丙烯酮与环脒：双环和三环吡咯烷酮衍生物的合成 二苯基环丙烯酮（1）与环脒 2 或 10-13 反应生成不同结构类型的双环和三环吡咯烷酮衍生物（3 或 14-17），这些衍生物可以通过简单的顺序转化为吡咯烷酮簇杂的杂双环和三环化合物（7、18-21）。