2-hydroxy-1,2-di-m-tolyl-pent-4-en-1-one | 1062158-58-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-1,2-di-m-tolyl-pent-4-en-1-one
• CAS: 1062158-58-0
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: AFYCBHXOHBKCLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 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：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙酸烯丙酯 、 3-甲基苯甲醛 在 bis(η3-allyl-μ-chloropalladium(II)) 、 3-mesityl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 二氢二苯磷苯基-4-异丙恶唑 作用下， 以 2-甲基-2-丁醇 为溶剂， 以69%的产率得到2-hydroxy-1,2-di-m-tolyl-pent-4-en-1-one
  参考文献：
  名称：

  Palladium-Catalyzed C-Allylation of Benzoins and an NHC-Catalyzed Three Component Coupling Derived Thereof: Compatibility of NHC- and Pd-Catalysts

  摘要：

  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.

  DOI：

  10.1021/ol801644f

文献信息

• 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.