tert-butyl furan-2-ylacetate | 65372-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: tert-butyl furan-2-ylacetate
• 英文别名: tert-butyl (2-furanyl)acetate；2-Furanacetic acid, 1,1-dimethylethyl ester；tert-butyl 2-(furan-2-yl)acetate
• CAS: 65372-09-0
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: NMWDNCBIPLPTEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl furan-2-ylacetate 以 gaseous matrix 为溶剂， 生成 2-呋喃乙酸 、 异丁烯
  参考文献：
  名称：

  Gas-phase replacement σ0 substituent constants of heteroaryl groups1

  摘要：

  DOI：

  10.1016/s0040-4039(00)99558-3
• 作为产物：
  描述：

  E isomer of t-butyl α-(tetrahydro-2-furylidene)acetate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以55%的产率得到tert-butyl furan-2-ylacetate
  参考文献：
  名称：

  Efficient Synthesis of Furan-2-ylacetates, 7-(Alkoxycarbonyl)benzofurans, and 7-(Alkoxycarbonyl)-2,3-dihydrobenzofurans Based on Cyclization Reactions of Free and Masked Dianions:  A “Cyclization/Dehydrogenation” Strategy

  摘要：

  A variety of furan-2-ylacetates have been prepared by dehydrogenation of monocyclic 2-alkylidene-tetrahydrofurans, which are readily available by cyclizations of open-chained 1,3-dicarbonyl dianions with 1-bromo-2-chloroethane. 5'H-[2,3']Bifuranyl-2'-ones are available based on sequential "cyclization/dehydrogenation" reactions of alpha-acetyl-gamma-butyrolactones. A variety of 7-(alkoxycarbonyl)-benzofarans and 7-(alkoxycarbonyl)-2,3-dihydrobenzofurans were prepared by a cyclization/ dehydrogenation strategy. These reactions rely on cyclizations of 2-oxocycloalkane-1-carboxylate/derived 1,3-dicarbonyl dianions ("free dianions") or 1,3-bis-silyl enol ethers ("masked dianions") with various 1,2-dielectrophiles.

  DOI：

  10.1021/jo051767i

文献信息

• Efficient synthesis of functionalized furans and benzofurans based on a ‘[3+2] cyclization/oxidation’ strategy
  作者：Esen Bellur、Ilia Freifeld、Peter Langer

  DOI：10.1016/j.tetlet.2005.02.040

  日期：2005.3

  Functionalized furans and benzofurans were prepared by DDQ oxidation of 2-alkylidenetetrahydrofurans, which are readily available by one-pot cyclizations of 1,3-dicarbonyl dianions or 1,3-bis-silyl enol ethers.

  通过2-亚烷基四氢呋喃的DDQ氧化制备官能化的呋喃和苯并呋喃，这可以通过一锅式环合1,3-二羰基二价阴离子或1,3-双-甲硅烷基烯醇醚而容易获得。
• Beta-lactam compounds, process for the preparation thereof and intermediate products for the preparation thereof
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0048954B1

  公开（公告）日：1986-12-30
• Efficient Synthesis of Furan-2-ylacetates, 7-(Alkoxycarbonyl)benzofurans, and 7-(Alkoxycarbonyl)-2,3-dihydrobenzofurans Based on Cyclization Reactions of Free and Masked Dianions:  A “Cyclization/Dehydrogenation” Strategy
  作者：Esen Bellur、Peter Langer

  DOI：10.1021/jo051767i

  日期：2005.11.1

  A variety of furan-2-ylacetates have been prepared by dehydrogenation of monocyclic 2-alkylidene-tetrahydrofurans, which are readily available by cyclizations of open-chained 1,3-dicarbonyl dianions with 1-bromo-2-chloroethane. 5'H-[2,3']Bifuranyl-2'-ones are available based on sequential "cyclization/dehydrogenation" reactions of alpha-acetyl-gamma-butyrolactones. A variety of 7-(alkoxycarbonyl)-benzofarans and 7-(alkoxycarbonyl)-2,3-dihydrobenzofurans were prepared by a cyclization/ dehydrogenation strategy. These reactions rely on cyclizations of 2-oxocycloalkane-1-carboxylate/derived 1,3-dicarbonyl dianions ("free dianions") or 1,3-bis-silyl enol ethers ("masked dianions") with various 1,2-dielectrophiles.
• Gas-phase replacement σ0 substituent constants of heteroaryl groups1
  作者：Nouria A. Al-Awadi、Rasha F. Al-Bashir、Osman M.E. ElDusouqui

  DOI：10.1016/s0040-4039(00)99558-3

  日期：1989.1