2,2-dimethyl-5-fluoro-1-indanone | 151697-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2,2-dimethyl-5-fluoro-1-indanone
• 英文别名: 2,3-Dihydro-2,2-dimethyl-5-fluoro-1h-inden-1-one；5-fluoro-2,2-dimethyl-3H-inden-1-one
• CAS: 151697-01-7
• 化学式: C₁₁H₁₁FO
• mdl: MFCD11219436
• 分子量: 178.206
• InChiKey: YLZKDXQYVAKNNL-UHFFFAOYSA-N

物化性质

• 沸点：
  252.8±29.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-fluoro-1-indanone 在 palladium 10% on activated carbon 、 potassium tert-butylate 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 生成 1-((1H-1,2,4-triazole-1-yl)methyl)-2,2-dimethyl-2,3-dihydro-1H-indene-1,5-diol
  参考文献：
  名称：

  AZOLE DERIVATIVE, METHOD FOR PRODUCING AZOLE DERIVATIVE, AGENT FOR AGRICULTURAL AND HORTICULTURAL USE, AND INDUSTRIAL MATERIAL PROTECTION AGENT

  摘要：

  Provided is a plant disease controlling agent that has low toxicity to humans and animals, that is excellent in handling safety, and that has an excellent controlling effect against a wide range of plant diseases and a high antimicrobial action against plant disease fungi. The present invention is a compound represented by general formula (I) below, or N-oxide or a pesticidally acceptable salt thereof: [Chem. 1]

  公开号：

  US20230192630A1
• 作为产物：
  描述：

  在 potassium acetate 、 palladium diacetate 、 四丁基氟化铵 、 氧气 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 0.08h， 以84%的产率得到2,2-dimethyl-5-fluoro-1-indanone
  参考文献：
  名称：

  Synthesis of α-indanones via intramolecular direct arylation with cyclopropanol-derived homoenolates

  摘要：

  报告采用钯催化的串联环丙醇重排和直接芳基化方法合成 1-茚酮。该反应一般产率较高，使用氧作为末端氧化剂，并可容忍芳基环上的一系列官能团。

  DOI：

  10.1039/c2cc16758a

文献信息

• Enantioselective Synthesis of Indanes with a Quaternary Stereocenter via Diastereoselective C(sp³)–H Functionalization
  作者：Jun Chen、Zhan Shi、Ping Lu

  DOI：10.1021/acs.orglett.1c02513

  日期：2021.10.1

  A practical synthesis of enantioenriched indane derivatives with quaternary stereocenters was developed via sequential enantioselective reduction and C–H functionalization. Good to excellent enantioselectivity could be achieved by either the CuH-catalyzed asymmetric reduction or the Corey–Bakshi–Shibata (CBS) reduction of indanone derivatives. The subsequent diastereospecific and regioselective rhodium-catalyzed

  通过顺序对映选择性还原和 C-H 功能化开发了具有四元立体中心的对映体富集茚满衍生物的实用合成。通过CuH催化的不对称还原或茚满酮衍生物的Corey-Bakshi-Shibata（CBS）还原可以实现良好的对映选择性。随后的非对映特异性和区域选择性铑催化的甲基 C-H 键甲硅烷基化导致具有四元中心的茚满衍生物。该策略进一步应用于（nor）伊卢达烷和葡萄烷倍半萜类化合物的合成。
• Nucleophilic aromatic substitution reactions with the fluoride ion: formation of 5-fluoro-indanones and indandiones related to atipamezole
  作者：J.D. Enas、J.G. Garcia、C.A. Mathis、J.M. Gerdes

  DOI：10.1016/s0022-1139(00)80567-9

  日期：1993.8

  of the nucleophilic aromatic substitution reaction with fluoride ion on these substrates evaluated. The indandiones underwent aromatic substitution to afford fluoroaromatic adducts whereas the indanone substrates provided little or no fluoro-substitution product. The fluoro- indandione was subsequently reduced to the corresponding fluoroindane hydrocarbon. The synthetic sequence of nucleophilic fluorination

  合成了5-硝基和5-（三氟甲磺酰基三氟甲基铵）茚满二酮2a，b和相关的1，3-茚满二酮3a，b，并评价了在这些底物上用氟离子进行亲核芳香族取代反应的效率。茚满二酮进行芳族取代得到氟代芳族加合物，而茚满酮底物提供很少或没有氟代产物。随后将氟茚满二酮还原为相应的氟茚满烃。亲核氟化，随后还原羰基的合成顺序提供的放射氟化α电位制备的理由2-肾上腺素受体配体5-氟邻苯二甲酰胺。
• 1-(1-HYDROXY-2,3-DIHYDRO-1H-INDEN-5-YL)-UREA DERIVATIVES AND RELATED COMPOUNDS KCNQ 2-5 CHANNEL ACTIVATORS FOR TREATING DYSURIA
  申请人：ONO Pharmaceutical Co., Ltd.

  公开号：EP3447045B9

  公开（公告）日：2021-07-21
• EP3447045B1
  申请人：——

  公开号：EP3447045B1

  公开（公告）日：2021-03-03
• KCNQ2-5 CHANNEL ACTIVATOR
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20190127320A1

  公开（公告）日：2019-05-02

  An object of the present invention is to provide a novel compound having a strong opening action with respect to KCNQ2-5 channels. A compound represented by the general formula (1) (wherein the definition of each group is as described in the specification) is provided. The compound represented by the general formula (1) has a strong opening action with respect to KCNQ2-5 channels, and therefore is useful as a prophylactic and/or therapeutic agent for a KCNQ2-5 channel-related disease (for example, dysuria, overactive bladder, or the like).