2-氰基-3-(三氟甲基)苯硼酸新戊二醇酯 | 883899-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氰基-3-(三氟甲基)苯硼酸新戊二醇酯
• 英文名称: 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-6-(trifluoromethyl)benzonitrile
• 英文别名: 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-6-trifluoromethylbenzonitrile
• CAS: 883899-03-4
• 化学式: C₁₃H₁₃BF₃NO₂
• 分子量: 283.058
• InChiKey: DKAHRMRRZQOJPL-UHFFFAOYSA-N

物化性质

• 沸点：
  383.4±42.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氰基-3-(三氟甲基)苯硼酸新戊二醇酯 、 邻碘溴苯 在 bis-triphenylphosphine-palladium(II) chloride 、 tripotassium phosphate "n" hydrate 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以38%的产率得到2'-bromo-3-(trifluoromethyl)-[1,1'-biphenyl]-2-carbonitrile
  参考文献：
  名称：

  Hydride-Induced Anionic Cyclization: An Efficient Method for the Synthesis of 6-H-Phenanthridines via a Transition-Metal-Free Process

  摘要：

  A novel procedure for hydride-induced anionic cyclization has been developed. It includes the reduction of a biaryl bromo-nitrile with a nucleophilic aromatic substitution (SNAr). A range of polysubstituted 6-H-phenanthridines were so obtained in moderate to good yield with good substrate tolerance. This method involves a concise transition-metal-free process and was applied to synthesize natural alkaloids.

  DOI：

  10.1021/acs.orglett.5b00544
• 作为产物：
  描述：

  硼酸三异丙酯 、 2-三氟甲基苯腈 、 2,2-二甲基-1,3-丙二醇 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 溶剂黄146 为溶剂， 反应 14.0h， 生成 2-氰基-3-(三氟甲基)苯硼酸新戊二醇酯
  参考文献：
  名称：

  Novel Syntheses of Fluorenones via Nitrile-Directed Palladium-Catalyzed C–H and Dual C–H Bond Activation

  摘要：

  Novel procedures for the [Pd]/[Ag]/TFA system catalyzed cascade reactions of nitrile directed remote C-H and dual C-H bond activation with insertion of nitrile were developed, which afforded variously polysubstituted fluorenones in moderate to good yields with tolerance of a wide variety of substrates.

  DOI：

  10.1021/ol401063w

文献信息

• [EN] ALPHA-7 NICOTINIC RECEPTOR MODULATORS FOR THE TREATMENT OF PAIN, A PSYCHOTIC DISORDER, COGNITIVE IMPAIRMENT OR ALZHEIMER'S DISEASE<br/>[FR] MODULATEURS DU RÉCEPTEUR ALPHA-7 NICOTINIQUE POUR LE TRAITEMENT DE LA DOULEUR, D'UN TROUBLE PSYCHOTIQUE, D'UN DÉFICIT COGNITIF OU DE LA MALADIE D'ALZHEIMER
  申请人：PROXIMAGEN LTD

  公开号：WO2012055942A1

  公开（公告）日：2012-05-03

  Compounds are disclosed which modulate the α7 nicotinic acetyl choline receptor (nAChR), having the formula (I) wherein the variables are as specified in the description and claims.

  已披露了调节α7尼古丁乙酰胆碱受体（nAChR）的化合物，其化学式为（I），其中变量如描述和声明中所指定。
• ALPHA-7 NICOTINIC RECEPTOR MODULATORS FOR THE TREATMENT OF PAIN, A PSYCHOTIC DISORDER, COGNITIVE IMPAIRMENT OR ALZHEIMER'S DISEASE
  申请人：Dean David

  公开号：US20130310380A1

  公开（公告）日：2013-11-21

  Compounds are disclosed which modulate the α7 nicotinic acetyl choline receptor (nAChR), having the formula (I) wherein the variables are as specified in the description and claims.

  公开了一种调节α7尼古丁乙酰胆碱受体（nAChR）的化合物，其化学式为（I），其中变量如说明书和权利要求中所述。
• Alpha-7 nicotinic receptor modulators for the treatment of pain, a psychotic disorder, cognitive impairment or alzheimer'S disease
  申请人：Dean David

  公开号：US09133178B2

  公开（公告）日：2015-09-15

  Compounds are disclosed which modulate the α7 nicotinic acetyl choline receptor (nAChR), having the formula (I) wherein the variables are as specified in the description and claims.

  公开了一种调节α7尼古丁乙酰胆碱受体（nAChR）的化合物，其化学式为（I），其中变量如说明书和权利要求所述。
• Synthesis of Substituted 2-Cyanoarylboronic Esters
  作者：Morten Lysén、Henriette M. Hansen、Mikael Begtrup、Jesper L. Kristensen

  DOI：10.1021/jo052400g

  日期：2006.3.1

  [GRAPHICS]The synthesis of substituted 2-cyanoarylboronic esters is described via lithiation/in situ trapping of the corresponding methoxy-, trifluoromethyl-, fluoro-, chloro-, and bromobenzonitriles. The crude arylboronic esters were obtained in high yields and purities and with good regioselectivities.
• Novel Syntheses of Fluorenones via Nitrile-Directed Palladium-Catalyzed C–H and Dual C–H Bond Activation
  作者：Jung-Chih Wan、Jun-Min Huang、Yu-Huei Jhan、Jen-Chieh Hsieh

  DOI：10.1021/ol401063w

  日期：2013.6.7

  Novel procedures for the [Pd]/[Ag]/TFA system catalyzed cascade reactions of nitrile directed remote C-H and dual C-H bond activation with insertion of nitrile were developed, which afforded variously polysubstituted fluorenones in moderate to good yields with tolerance of a wide variety of substrates.