| 1604839-68-0

• CAS: 1604839-68-0
• 化学式: C₂₆H₂₅ClN₂ORu
• 分子量: 518.02
• InChiKey: YYQFXKFJYUZQSY-UHFFFAOYSA-L

物化性质

• 熔点：
  226-230 °C

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  、 二苯基乙炔 在 copper(II) acetate monohydrate 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 24.0h， 以85%的产率得到3,4-diphenyl-2-(quinolin-8-yl)isoquinolin-1(2H)-one
  参考文献：
  名称：

  Ruthenium-Catalyzed Synthesis of Isoquinolones with 8-Aminoquinoline as a Bidentate Directing Group in C–H Functionalization

  摘要：

  Ruthenium-catalyzed oxidative annulation of N-quinolin-8-yl-benzamides with alkynes in open air has been achieved using 8-aminoquinolinyl moiety as a bidentate directing group in the presence of Cu(OAc)(2)center dot H2O as an oxidant. This reaction offers a broad substrate scope, and both symmetrical and unsymmetrical alkynes can be applied. High regioselectivity was achieved in the case of unsymmetrical (aryl)alkynes. Reaction with heteroaryl amides was also successful in this catalytic process. A ruthenium-N-quinolin-8-yl-benzamide complex was isolated in the absence of alkyne; in the absence of both N-quinolin-8-yl-benzamide and alkyne, in contrast to literature, only the monoacetate complex RuCl(OAc)(p-cymene), but not the bis-acetate complex Ru(OAc)2(p-cymene), was isolated. These data suggest that this reaction may proceed via N,N-bidentate chelate complex. Key products were characterized by X-ray crystallography.

  DOI：

  10.1021/jo500424p
• 作为产物：
  描述：

  8-苯甲酰基氨基喹啉 、 [(p-cymene)RuCl₂]₂ 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以81%的产率得到
  参考文献：
  名称：

  Ruthenium-Catalyzed Synthesis of Isoquinolones with 8-Aminoquinoline as a Bidentate Directing Group in C–H Functionalization

  摘要：

  Ruthenium-catalyzed oxidative annulation of N-quinolin-8-yl-benzamides with alkynes in open air has been achieved using 8-aminoquinolinyl moiety as a bidentate directing group in the presence of Cu(OAc)(2)center dot H2O as an oxidant. This reaction offers a broad substrate scope, and both symmetrical and unsymmetrical alkynes can be applied. High regioselectivity was achieved in the case of unsymmetrical (aryl)alkynes. Reaction with heteroaryl amides was also successful in this catalytic process. A ruthenium-N-quinolin-8-yl-benzamide complex was isolated in the absence of alkyne; in the absence of both N-quinolin-8-yl-benzamide and alkyne, in contrast to literature, only the monoacetate complex RuCl(OAc)(p-cymene), but not the bis-acetate complex Ru(OAc)2(p-cymene), was isolated. These data suggest that this reaction may proceed via N,N-bidentate chelate complex. Key products were characterized by X-ray crystallography.

  DOI：

  10.1021/jo500424p

文献信息

• Remote alkylation of <i>N</i>-(quinolin-8-yl)benzamides with alkyl bromides <i>via</i> ruthenium(<scp>ii</scp>)-catalyzed C–H bond activation
  作者：Arumugam Mariappan、Krishna Mohan Das、Masilamani Jeganmohan

  DOI：10.1039/c8ob00581h

  日期：——

  remote C-5 alkylation of the quinoline ring of N-(quinolin-8-yl)benzamides with alkyl bromides via C–H bond activation is described. Various substituted N-(quinolin-8-yl)benzamides reacted with tertiary or secondary or primary alkyl bromides giving the alkylated products in good to moderate yields. Herein, the ruthenium catalyzed remote C-5 alkylation is effected via aromatic C–H bond activation as a

  描述了钌（II）通过NH键活化N-（喹啉-8-基）苯甲酰胺与烷基溴的喹啉环的远程C-5烷基化反应。各种取代的N-（喹啉-8-基）苯甲酰胺与叔或仲或伯烷基溴反应，得到烷基化产物，产率高至中等。在此，钌催化的远程C-5烷基化是通过芳族CH键的活化来完成的，这是关键步骤。氘标记研究和机理研究已经证明了这一点。
• New reactions of allenes, alkynes, ynamides, enynones and isothiocyanates
  作者：K C Kumara Swamy、G Gangadhararao、Mandala Anitha、A Leela Sivakumari、Alla Siva Reddy、Adula Kalyani、Srinivasarao Allu

  DOI：10.1007/s12039-018-1496-2

  日期：2018.7

  )(OCH}_2}\hbox CMe}_2}\hbox CH}_2}\hbox O)]}\). In an analogous reaction, with DBU as the base at \(140\;^\circ }}\hbox C}\), isomeric vinylphosphine oxides (Z)-\(\hbox Ph}_2}\hbox P(O)C(Ph)=C(Me)CH}_2}\hbox [C(O)Me]}\) and (E)-\(\hbox Ph}_2}\hbox P(O)C(Ph)=C(Me)CH}_2}\hbox [C(O)Me]}\) were isolated. The E-isomer has been characterized by single crystal X-ray structure determination

  摘要该观点文章涉及涉及艾伦，炔烃/炔酮/酰胺和异硫氰酸酯的转化（催化和非催化）。作者小组的部分工作以及（i）烯丙基膦酸酯/烯丙基膦氧化物和（ii）异硫氰酸P（III）的一些新反应已得到审查。因此，烯丙基膦氧化物\（\ hbox Ph} _ 2} \ hbox P（O）C（Ph）= C = CH} _ 2} \）经过碱（DBU）催化加入到\（\ beta \）-酮膦酸酯\（\ hbox （OCH} _ 2} \ hbox CMe} _ 2} \ hbox CH} _ 2} \ hbox O）P（O）CH} _ 2} \ hbox C（O）CH} _ 3} \）位于\（90 \，^ \ circ}} \ hbox C} \）处以提供加法产品\（\ hbox Ph} _ 2} \ hbox P（O）C（Ph）= C（Me）CH [C（O）Me] [P（O）（OCH}