2-Phenyl-benzisoindolin-1-on | 88893-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-Phenyl-benzisoindolin-1-on
• 英文别名: 2-Phenyl-benzisoindolinon-(3)；2-phenyl-1,2-dihydro-benzo[e]isoindol-3-one；2-phenyl-1,2-dihydro-benz[e]isoindol-3-one；2-Phenyl-1,2-dihydro-benz[e]isoindol-3-on；2-phenyl-1H-benzo[e]isoindol-3-one
• CAS: 88893-92-9
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: VHYRZXBDPTVRFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴-1-萘醛 在 aluminum (III) chloride 、 sodium tetrahydroborate 、 1,2-双[(2R,5R)-2,5-二乙基磷杂环戊烷基]苯(1,5-环辛二烯)铑(I)四氟硼酸盐 、 溶剂黄146 、 N,N-二异丙基乙胺 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 2-Phenyl-benzisoindolin-1-on
  参考文献：
  名称：

  Direct Access to Benzolactams and Benzolactones via Nickel Catalyzed Carbonylation with CO2

  摘要：

  A new nickel catalyzed cross‐electrophile coupling for accessing γ‐lactams (isoindolinones) as well as γ‐lactones (isobenzofuranones) via carbonylation with CO2 is documented. The protocol exploits the synergistic role of redox‐active Ni(II) complexes and AlCl3 as a CO2 activator/oxygen scavenger, leading to the formation of a wide range of cyclic amides and esters (28 examples) in good to high yields (up to 87%). A dedicated computational investigation revealed the multiple roles played by AlCl3. In particular, the simultaneous transient protection of the pendant amino group of the starting reagents and the formation of the electrophilically activated CO2‐AlCl3 adduct are shown to concur in paving the way for an energetically favorable mechanistic pathway.

  DOI：

  10.1002/chem.202401658

文献信息

• Murahashi et al., Nippon Kagaku Zasshi, 1958, vol. 79, p. 68,79
  作者：Murahashi et al.

  DOI：——

  日期：——
• SYNTHESIS OF PHTHALIMIDINES FROM SCHIFF BASES AND CARBON MONOXIDE
  作者：Shunsuke Murahashi

  DOI：10.1021/ja01628a120

  日期：1955.12
• ISOINDOLONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2588104A1

  公开（公告）日：2013-05-08
• [EN] ISOINDOLONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS<br/>[FR] MODULATEURS ALLOSTÉRIQUES POSITIFS DU RÉCEPTEUR M1 DE L'ISOINDOLONE
  申请人：MERCK SHARP & DOHME

  公开号：WO2012003147A1

  公开（公告）日：2012-01-05

  The present invention is directed to isoindolone compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.