(2-vinyl)butyl ethyl carbonate | 132819-83-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (2-vinyl)butyl ethyl carbonate
• 英文别名: 1-hexen-3-yl ethyl carbonate；Ethyl hex-1-en-3-yl carbonate
• CAS: 132819-83-1
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: ZRZGTTBSESQXDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-vinyl)butyl ethyl carbonate 、 ethyl 3-bromo-1-tosylindole-2-carboxylate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 六正丁基二锡 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.83h， 以64%的产率得到ethyl 3-<(E)-2-hexenyl>-1-tosylindole-2-carboxylate
  参考文献：
  名称：

  Yokoyama, Yuusaku; Ikeda, Masato; Saito, Masaaki, Heterocycles, 1990, vol. 31, # 8, p. 1505 - 1511

  摘要：

  DOI：

文献信息

• Palladium(O)-catalyzed alkylation of thiols
  作者：Catherine Goux、Paul Lhoste、Denis Sinou

  DOI：10.1016/s0040-4020(01)81764-6

  日期：1994.8

  Palladium(O)-catalyzed alkylation of various allylic carbonates by aromatic thiols allowed the easy preparation of various allylic aryl sulphides in quite good yields. The reaction was regioselective with substitution at the less hindered side of the π-allyl system whatever the temperature of the reaction, and was diastereoselective with net retention of configuration.

  钯（O）通过芳族硫醇催化的各种烯丙基碳酸酯的烷基化反应，可以很容易地以很高的收率容易地制备各种烯丙基芳基硫化物。无论反应温度如何，该反应在π-烯丙基系统的受阻较弱的一侧具有区域选择性和取代性，并且是非对映选择性的，并且净保留构型。
• Palladium(0)-catalyzed phenoxycarbonylation of allylic carbonates
  作者：Catherine Goux、Paul Lhoste、Denis Sinou、Anna Masdeu

  DOI：10.1016/0022-328x(95)05939-m

  日期：1996.4

  Phenoxycarbonylation of various allylic carbonates under various conditions in tetrahydrofuran in described. The nature and ratio of the products formed are dependent on the presence of water, carbon monoxide pressure and addition of various inorganic halides. The formation of a product arising from dimerization of the allylic carbonate is discussed.

  描述了在各种条件下在四氢呋喃中的各种烯丙基碳酸酯的苯氧羰基化。形成的产物的性质和比例取决于水的存在，一氧化碳压力和各种无机卤化物的添加。讨论了由烯丙基碳酸酯的二聚引起的产物的形成。
• Palladium(0)-Catalyzed Allylation Reaction with Dimethyl 2-fluoromalonate
  作者：Tomoko Kawasaki、Tomoya Kitazume

  DOI：10.1002/ijch.199900015

  日期：——

  The palladium(0)-catalyzed allylation reaction of dimethyl 2-fluoromalonate with allylic carbonates proceeds smoothly under neutral conditions to give the SN2 allylation product. However, using the nucleophile NaCF(CO2Et)2 under basic conditions increased the chemical yield. Moreover, the SN2′ allylation product was increased up to 75% yield.

  2-氟丙二酸二甲酯与烯丙基碳酸酯的钯（0）催化的烯丙基化反应在中性条件下平稳进行，得到S N 2烯丙基化产物。但是，在碱性条件下使用亲核试剂NaCF（CO 2 Et）2可以提高化学收率。此外，将S N 2'烯丙基化产物增加至高达75％的产率。
• Palladium(O)-catalyzed substitution of allylic substrates in an aqueous-organic medium
  作者：Errol Blart、Jean Pierre Geneˆt、Mohamed Safi、Monique Savignac、Denis Sinou

  DOI：10.1016/s0040-4020(01)80772-9

  日期：1994.1

  A palladium(0)-water soluble catalyst prepared in situ from palladium acetate and the sulfonated triphenyl phosphine P(C6H4-m-SO3Na)(3) (or tppts) is an efficient catalyst for allylic substitution with various carbon and heteronucleophiles in an aqueous-organic medium, allowing a very easy separation of the product(s) and the recycling of the catalyst.
• Synthesis of allyl aryl sulphides by palladium(0)-mediated alkylation of thiols
  作者：Catherine Goux、Paul Lhoste、Denis Sinou

  DOI：10.1016/s0040-4039(00)74729-0

  日期：1992.12

  Various allylic aryl sulphides are readily prepared in high yields by the palladium(0)-catalyzed S-alkylation of allylic carbonates by various aromatic thiols.