5′-methoxy-4-methyl-1,1′:3′,1″-terphenyl | 1401316-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5′-methoxy-4-methyl-1,1′:3′,1″-terphenyl
• 英文别名: 5'-methoxy-4-methyl-1,1':3',1''-terphenyl；1-Methoxy-3-(4-methylphenyl)-5-phenylbenzene；1-methoxy-3-(4-methylphenyl)-5-phenylbenzene
• CAS: 1401316-32-2
• 化学式: C₂₀H₁₈O
• 分子量: 274.362
• InChiKey: JUGUNMPNYKSVAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5′-methoxy-4-methyl-1,1′:3′,1″-terphenyl 、 4-(N,N-二甲基)苯胺溴化镁 在 二氯化双(三环己基膦)镍(II) 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以70%的产率得到4-(dimethylamino)-4''-methyl-5'-phenyl-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Programmed Selective sp² C–O Bond Activation toward Multiarylated Benzenes

  摘要：

  A variety of important multiarylated benzenes were efficiently synthesized from phloroglucinol derivatives 1 through sequential cross-couplings via Pd-catalyzed C-OTs, Ni-catalyzed C-OC(O)NEt2, and C-OMe bond activation. High selectivity was achieved based on the rational design and inherent diversity in the reactivity of different C-O bonds.

  DOI：

  10.1021/ol4011757
• 作为产物：
  描述：

  夫拉美诺 在 4-二甲氨基吡啶 、 potassium phosphate 、 二氯化双(三环己基膦)镍(II) 、 乙醇 、 水 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 sodium hydroxide 、 2-二环己基磷-2,4,6-三异丙基联苯 、 三环己基膦 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 83.58h， 生成 5′-methoxy-4-methyl-1,1′:3′,1″-terphenyl
  参考文献：
  名称：

  Programmed Selective sp² C–O Bond Activation toward Multiarylated Benzenes

  摘要：

  A variety of important multiarylated benzenes were efficiently synthesized from phloroglucinol derivatives 1 through sequential cross-couplings via Pd-catalyzed C-OTs, Ni-catalyzed C-OC(O)NEt2, and C-OMe bond activation. High selectivity was achieved based on the rational design and inherent diversity in the reactivity of different C-O bonds.

  DOI：

  10.1021/ol4011757

文献信息

• Divergent Synthesis of Benzene Derivatives: Brønsted Acid Catalyzed and Iodine-Promoted Tandem Cyclization of 5,2-Enyn-1-ones
  作者：Fang Yang、Yi-Feng Qiu、Ke-Gong Ji、Yan-Ning Niu、Shaukat Ali、Yong-Min Liang

  DOI：10.1021/jo301567p

  日期：2012.10.19

  Highly substituted benzene derivatives, including alkoxy-, iodoalkoxy-, and diiodo-substituted benzenes, can be selectively synthesized via Bronsted acid catalyzed and iodine-promoted tandem carbocyclization respectively. This reaction involved a direct process for C C bond formation from 5,2-enyn-1-ones, and different reaction systems (Bronsted acids/electrophiles with solvents) afforded different substituted benzenes. Furthermore, the halogenated moiety and alkoxy group can be readily introduced into the benzene in a position which has not been easily obtained previously.