tert-butyl 2-diazo-3-oxo-hept-6-enoate | 928301-97-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl 2-diazo-3-oxo-hept-6-enoate
• 英文别名: Tert-butyl 2-diazo-3-oxohept-6-enoate
• CAS: 928301-97-7
• 化学式: C₁₁H₁₆N₂O₃
• 分子量: 224.26
• InChiKey: FIXHTQUOHCHYKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  45.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-diazo-3-oxo-hept-6-enoate 以 乙腈 为溶剂， 反应 5.0h， 以39%的产率得到2-(tert-butoxycarbonyl)hex-5-enoic acid
  参考文献：
  名称：

  A Tetramethoxybenzophenone as Efficient Triplet Photocatalyst for the Transformation of Diazo Compounds

  摘要：

  The aromatic ketone 2,2',4,4'-tetramethoxybenzophenone has a strong absorption band between 300 and 375 nm, and its pi,pi* triplet excited-state is selectively populated in methanol. Both facts make this aromatic ketone a versatile and efficient triplet photocatalyst for the transformation of alpha-diazo carbonyl compounds into mainly the cyclopropanation product.

  DOI：

  10.1021/jo062426n
• 作为产物：
  描述：

  tert-butyl 3-oxohept-6-enoate 在 三乙胺 、 甲烷磺酰基叠氮化物 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以80%的产率得到tert-butyl 2-diazo-3-oxo-hept-6-enoate
  参考文献：
  名称：

  An approach to polymer-supported triplet benzophenone photocatalysts. Application to sustainable photocatalysis of an α-diazocarbonyl compound

  摘要：

  将 4-hydroxybenzophenone 共价固定在 Merrifield 树脂上产生了新型异质聚合物三重光催化剂。在可持续标准下，这种催化剂成功地应用于δ-重氮²-酮酯的分子内三重敏化光解。值得注意的是，尽管活性略有下降，但仍可进行简单的回收和再利用，最多可连续应用五次。

  DOI：

  10.1039/c3ra45321a

文献信息

• Rh(III)‐catalyzed C6‐selective Acylmethylation and Carboxymethylation of 2‐Pyridones with Diazo Compounds
  作者：Xinyu Wang、Zhongyu He、Xin Xu、Haoqiang Zhao、Yixiao Pan、Huanrong Li、Lijin Xu

  DOI：10.1002/cctc.202002016

  日期：2021.4.9

  Chelation‐assisted C6‐selective acylmethylation and carboxymethylation of 2‐pyridones with diazo carbonyl compounds under [Cp*RhCl2]2/AgSbF6 catalysis have been developed. Deesterificative C6‐acylmethylation of 2‐pyridones with diazo tert‐butyl ester compounds proceeds effectively with the use of HOAc additive and hexafluoroisopropanol (HFIP) solvent, whereas switching to NaOAc additive and MeOH solvent

  在[Cp * RhCl 2 ] 2 / AgSbF 6催化下，开发了2-重氮酮与重氮羰基化合物的螯合辅助C6-选择性酰基甲基化和羧甲基化。的2-吡啶酮Deesterificative C6-acylmethylation与重氮叔丁酸酯化合物可通过使用HOAc添加剂和六氟异丙醇（HFIP）溶剂有效地进行，而改用NaOAc添加剂和MeOH溶剂可实现2-吡啶酮与2-重氮-3-氧代丁酸烷基酯的有效脱酰基C6-羧甲基化。该方法的特点是具有出色的区域选择性，高效率，广泛的底物范围，广泛的官能团相容性和克可扩展性。进行了初步的机械实验，以深入了解反应机理。
• Photocatalysis within Hyperbranched Polyethers with a Benzophenone Core
  作者：Lourdes Pastor-Pérez、Emilie Barriau、Holger Frey、Julia Pérez-Prieto、Salah-Eddine Stiriba

  DOI：10.1021/jo800254f

  日期：2008.6.1

  Quenching and product studies have been performed to demonstrate the suitability of hyperbranched polyethers with a tetrafunctionalized benzophenone core as photocatalysts. The triplet photosensitized transformation of an unsaturated diazo compound has been used as the model reaction. The polymer with highest molecular weight led to a similar product distribution even after several catalytic cycles, which evidences its excellent photostability under prolonged irradiation time. We attribute this to the stabilizing effect of the hyperbranched polymer shell.