3-phenylbenzo[f]quinoline | 4067-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-phenylbenzo[f]quinoline
• 英文别名: 2-Phenyl-benzochinolin；2-Phenyl-5,6-benzochinolin
• CAS: 4067-83-8
• 化学式: C₁₉H₁₃N
• 分子量: 255.319
• InChiKey: IKXKWZOZGSYQHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-phenylbenzo[f]quinoline 在 苯基锂 作用下， 生成 (3,3-diphenylbenzo[f]quinolin-4(3H)-yl)(phenyl)methanone
  参考文献：
  名称：

  Dihydroquinoline Photochromic Compounds

  摘要：

  The present invention relates to a photochromic compound having a core fused ring structure represented by at least one of the following Formula (Ia) or Formula (IIa), (Ia) (IIa) Independently for each of Formula (Ia) and Formula (IIa): R 1 is in each case independently selected from substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —SO 2 R 5 , or —C(O)—XR 5 , where, X is selected from a single bond, —N(R 5 )—, or —O—, and R 5 in each case is independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and B and B′ are each independently selected from substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl. The present invention also relates to photochromic compositions and articles including such photochromic compounds.

  公开号：

  US20220333004A1
• 作为产物：
  描述：

  苯亚甲基-2-氨基萘 在 sodium hydroxide 、 乙醇 作用下， 生成 3-phenylbenzo[f]quinoline
  参考文献：
  名称：

  THE SYNTHESIS OF SUBSTITUTED 5,6-BENZOCINCHONINIC ACIDS BY THE DOEBNER AND BY THE PFITZINGER REACTIONS^*

  摘要：

  DOI：

  10.1021/jo01230a006

文献信息

• Rhodium-Catalyzed Dehydrogenative Annulation of <i>N</i>-Arylmethanimines with Vinylene Carbonate for Synthesizing Quinolines
  作者：Yan Hu、Jiang Nan、Jiacheng Yin、Guanjie Huang、Xin Ren、Yangmin Ma

  DOI：10.1021/acs.orglett.1c03231

  日期：2021.11.5

  Here we report a novel Rh-catalyzed C−H/C−H alkenylation of N-arylmethanimines with vinylene carbonate acting as a vinylene unit. Forty examples of C3,C4-nonsubstituted quinolines were achieved from commercially available starting materials. This identified process features an exceedingly simple system, a lower loading of catalyst, and the capacity for postfunctionalization with bioactive molecules

  在这里，我们报告了一种新的 Rh 催化的N-芳基甲亚胺的 C-H/C-H 烯基化，其中碳酸亚乙烯酯作为亚乙烯基单元。C3,C4-非取代喹啉的 40 个例子是从可商购的起始材料中获得的。这一确定的工艺具有极其简单的系统、较低的催化剂负载量以及生物活性分子后功能化的能力。
• Catalytic Arylation of a CH Bond in Pyridine and Related Six-Membered N-Heteroarenes Using Organozinc Reagents
  作者：Isao Hyodo、Mamoru Tobisu、Naoto Chatani

  DOI：10.1002/asia.201100971

  日期：2012.6

  Despite significant advances in the catalytic direct arylation of heteroarenes, the application of this reaction to pyridines has been met with limited success. An oxidative nucleophilic arylation strategy has been developed to overcome this problem. Pyridine, pyrazine, quinolone, and related electron‐deficient N‐heteroarenes can be arylated at the most electrophilic site using the developed nickel‐catalyzed

  尽管在杂芳烃的催化直接芳基化方面取得了重大进展，但该反应在吡啶上的应用却取得了有限的成功。为了克服该问题，已经开发了一种氧化亲核芳基化策略。吡啶，吡嗪，喹诺酮和相关的电子不足的N-杂芳烃可以通过发达的镍催化反应在最亲电的位置被芳基化。该协议可作为催化直接芳基化反应的补充方法。
• 近红外发射电刺激响应型铱（Ⅲ）配合物及其制备方法和应用
  申请人：南京邮电大学

  公开号：CN113512071B

  公开（公告）日：2022-11-18

  本发明公开了近红外发射电刺激响应型铱（Ⅲ）配合物及其制备方法和应用，该类铱（Ⅲ）配合物以具有大共轭结构的环金属C^N配体和含紫精取代基的N^N配体相结合构成。利用紫精取代基强吸电子能力和可逆的氧化还原特性结合铱（Ⅲ）配合物丰富的激发态性质，在电刺激下，铱（Ⅲ）配合物发生电化学氧化还原反应，实现发光“ON‑OFF”的转换；利用环金属配体大共轭结构调节配体轨道能级，使铱（Ⅲ）配合物在电刺激后发光波长在近红外波长范围，获得只能用仪器检测到而肉眼无法识别的发光。该类铱（Ⅲ）配合物为电致变色材料的研究和电致变色器件的应用开辟了新的方向，利用外部电刺激以及发光的不可见性，在信息存储和高级加密领域有着良好的应用前景。
• An Unexpected Construction of 2-Arylquinolines from <i>N</i> -Cinnamylanilines through <i>sp</i> ³ CH Aerobic Oxidation Induced by a Catalytic Radical Cation Salt
  作者：Fang Liu、Liangliang Yu、Shiwei Lv、Junjun Yao、Jing Liu、Xiaodong Jia

  DOI：10.1002/adsc.201500574

  日期：2016.2.4

  An unexpected reaction of cinnamylanilines was achieved through the radical cation salt‐induced aerobic oxidation of sp3 CH bonds, providing a series of 2‐arylquinolines. The mechanistic study shows that the cinnamylaniline was oxidized to an imine, which was attacked by the aniline generated through decomposition of the corresponding imine. After further intramolecular cyclization and aromatization

  cinnamylanilines的一个意想不到的反应物通过的自由基阳离子盐诱导有氧氧化实现SP 3 Ç  H键，从而提供了一系列的2- arylquinolines。机理研究表明，肉桂基苯胺被氧化成亚胺，亚胺被相应的亚胺分解生成的苯胺攻击。进一步分子内环化和芳构化后，获得了2-芳基喹啉。该反应提供了一种从容易获得的起始原料中构建2-芳基喹啉的新方法。
• Synthesis of quinolines through copper-catalyzed intermolecular cyclization reaction from anilines and terminal acetylene esters
  作者：Zhilei Zheng、Guobo Deng、Yun Liang

  DOI：10.1039/c6ra23858k

  日期：——

  A simple and convenient copper-catalyzed intermolecular cyclization reaction for the synthesis of quinolines from anilines and terminal acetylene esters has been developed. This methodology constructs the C–N and C–C bonds successively via a cascade process, and provides the desired products in moderate to good yields.

  开发了一种简单方便的铜催化分子间环化反应，用于由苯胺和末端乙炔酯合成喹啉。该方法通过级联过程依次构建C–N和C–C键，并以中等至良好的产率提供所需的产物。