3-(4-methoxyphenyl)benzo[f]quinoline | 19490-84-7

• 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-(4-methoxyphenyl)benzo[f]quinoline
• 英文别名: 3-(4-Methoxyphenyl)-benzo[f]-quinoline
• CAS: 19490-84-7
• 化学式: C₂₀H₁₅NO
• 分子量: 285.345
• InChiKey: XTXFHACHZOQVOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-methoxyphenyl)benzo[f]quinoline 在 palladium diacetate 、 苯基锂 作用下， 生成 3-(4-methoxyphenyl)-3-phenyl-4-(4-(trifluoromethyl)phenyl)-3,4-dihydrobenzo[f]quinoline
  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：

  2-benzoyl-3-(4-methoxy-phenyl)-benzo[f]quinoline-1-carboxylic acid 在 sodium hydroxide 、 水 作用下， 生成 3-(4-methoxyphenyl)benzo[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。
• Deaminative Cyclization of Tertiary Amines for the Synthesis of 2-Arylquinoline Derivatives with a Nonsubstituted Vinylene Fragment
  作者：Qinghe Gao、Yimei Guo、Zhenhua Sun、Xiaodan He、Yiqiao Gao、Guangping Fan、Penghui Cao、Lizhen Fang、Suping Bai、Yanlong Jia

  DOI：10.1021/acs.orglett.2c03904

  日期：2023.1.13

  regioselective synthesis of β,γ-nonsubstituted 2-arylquinolines from aldehydes and arylamines has been accomplished. The deaminative cyclization is also extended to long-chain tertiary alkylamines, enabling diverse alkyl groups to be concurrently installed into the pyridine rings. This process demonstrates a new conversion pathway for the simultaneous dual C(sp3)–H bond functionalization of tertiary amines, wherein

  以三乙胺为亚乙烯基源，完成了从醛和芳基胺区域选择性合成 β,γ-未取代的 2-芳基喹啉的便捷方案。脱氨基环化也扩展到长链叔烷基胺，使不同的烷基能够同时安装到吡啶环上。该过程展示了叔胺同时双 C(sp 3 )–H 键功能化的新转化途径，其中原位生成的瞬态无环烯胺经历 Povarov 反应。
• Koslow; Kos'minych, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 1628,1631; engl. Ausg. S. 1700
  作者：Koslow、Kos'minych

  DOI：——

  日期：——
• Koslow; Schur, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3779; engl. Ausg. S. 3739
  作者：Koslow、Schur

  DOI：——

  日期：——
• Doebner, Chemische Berichte, 1894, vol. 27, p. 2029
  作者：Doebner

  DOI：——

  日期：——