1,2-Bis(4-methylphenyl)-2-hydroxy-4-penten-1-one | 60855-07-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-Bis(4-methylphenyl)-2-hydroxy-4-penten-1-one
• 英文别名: 2-hydroxy-1,2-bis(4-methylphenyl)-4-penten-1-one；2-hydroxy-1,2-di-p-tolyl-pent-4-en-1-one；2-hydroxy-1,2-di-p-tolyl-4-penten-1-one；2-Hydroxy-1,2-bis(4-methylphenyl)pent-4-en-1-one
• CAS: 60855-07-4
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: YZDJMGNLNDJTIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxy-1,2-di-p-tolylpentane-1-one 、 1,2-Bis(4-methylphenyl)-2-hydroxy-4-penten-1-one 在 aluminum nickel 盐酸羟胺 作用下， 生成 2-hydroxy-1,2-di-p-tolylpentanone oxime
  参考文献：
  名称：

  Novel chelate formers

  摘要：

  式为##STR1##的苯甲酰肟是铜的螯合剂，其中R.sup.1是碳原子数为3到16的烷基，碳原子数为3或4的烯基，3,7-二甲基-2,6-辛二烯基-1，或-A-S-R.sup.4; R.sup.2和R.sup.3分别是氢，甲基或氯; R.sup.4是碳原子数为1到8的烷基; A是碳原子数为3或4的亚烷基。

  公开号：

  US04028412A1
• 作为产物：
  描述：

  4,4'-二甲基联苯甲酰 、 烯丙基三甲基锡烷 以 乙腈 为溶剂， 以90%的产率得到1,2-Bis(4-methylphenyl)-2-hydroxy-4-penten-1-one
  参考文献：
  名称：

  Takuwa, Akio; Nishigaichi, Yutaka; Yamashita, Koichi, Chemistry Letters, 1990, # 4, p. 639 - 642

  摘要：

  DOI：

文献信息

• Photochemically Induced Single Electron Transfer Reactions of Benzils with Allylstannane. Direct Observation of Reactive Intermediates by ESR Method
  作者：Kazuhiro Maruyama、Yoshihiro Matano

  DOI：10.1246/bcsj.63.2218

  日期：1990.8

  Although the photochemically induced reaction of benzil with allyltrimethylstannane in benzene afforded α-allylbenzoin as a major product, benzil did not react thermally with the same reagent. An ESR observation disclosed that the benzil anion radical ion-paired upon contact with trimethylstannyl cation (BSnMe3) was generated during irradiation. Its structure was confirmed by the detection of satellite

  尽管苄基与烯丙基三甲基锡烷在苯中的光化学诱导反应提供了 α-烯丙基安息香作为主要产物，但苄基不与相同的试剂发生热反应。ESR 观察表明，与三甲基甲锡基阳离子 (BSnMe3) 接触后会发生离子配对的苄基阴离子自由基是在辐射过程中产生的。它的结构通过检测锡同位素产生的卫星信号得到证实。此外，在含有苄基和烯丙基锡烷的固溶体在 77 K 光解过程中也观察到了三线态自由基对。该反应通过从烯丙基锡烷到光激发的苄基的单电子转移进行，然后断裂的 C-Sn 键烯丙基锡阳离子自由基。最终，
• Efficient and sustainable one‐pot synthesis of α‐carbonyl homoallylic alcohols from benzaldehyde and allylic alcohols using both NHC and nickel catalysts
  作者：Yasmina Homrani、Bouchaib Mouhsine、Aurélien Béthegnies、Mohamed Amin El Amrani、Abdallah Karim、Isabelle Suisse、Mathieu Sauthier

  DOI：10.1002/cctc.202300038

  日期：——

  Tandem catalysis: α-carbonyl homoallylic alcohols are synthesized thanks to a tandem reaction that combines the benzoin condensation of aldehydes (synthesis of α-hydroxyketones) promoted by 1,3-dimethylimidazolium chloride/DBU system and the nickel-catalyzed allylic alkylation with allylic alcohol.

  串联催化：α-羰基高烯丙醇是通过串联反应合成的，该反应结合了由 1,3-二甲基咪唑氯化物/DBU 系统促进的醛的安息香缩合（α-羟基酮的合成）和镍催化的烯丙基烷基化与烯丙醇.
• Photoinduced Platinum-Catalyzed Reductive Allylation of α-Diketones with Allylic Carbonates
  作者：Junpei Shimosato、Masaya Sawamura、Yusuke Masuda

  DOI：10.1021/acs.orglett.4c00091

  日期：2024.3.15

  A unique process for the photoinduced platinum-catalyzed reductive allylation of α-diketones with allylic carbonates has been developed. This allylation reaction was found to proceed selectively at the more electron-deficient carbonyl group of the diketone to afford an α-keto homoallylic alcohol. Such products could be further derivatized by transformation of the remaining carbonyl group. A mechanistic

  已经开发出一种独特的光诱导铂催化 α-二酮与烯丙碳酸酯还原烯丙基化的方法。发现这种烯丙基化反应选择性地在二酮的缺电子羰基上进行，得到α-酮高烯丙醇。此类产物可以通过剩余羰基的转化进一步衍生。机理研究表明，光照射产生的羰基自由基与（π-烯丙基）铂络合物反应形成 C-C 键。
• Palladium-Catalyzed C-Allylation of Benzoins and an NHC-Catalyzed Three Component Coupling Derived Thereof: Compatibility of NHC- and Pd-Catalysts
  作者：Raphaël Lebeuf、Keiichi Hirano、Frank Glorius

  DOI：10.1021/ol801644f

  日期：2008.10.2

  A large range of benzoins was successfully applied as C-nucleophiles in the palladium-catalyzed allylic alkylation with several allyl acetates, resulting in functionalized tertiary homoallylic alcohols. A number of unsymmetrical benzoins can be coupled with high levels of regio- and chemoselectivity. Finally, the challenging compatibility of free N-heterocyclic carbenes with a palladium catalyst has been utilized in a number of metal- and organocatalyzed three-component coupling reactions.
• US3937722A
  申请人：——

  公开号：US3937722A

  公开（公告）日：1976-02-10