2-(4-methoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydrobenzofuran-4(2H)-one | 1381845-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(4-methoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydrobenzofuran-4(2H)-one
• 英文别名: 2-(4-Methoxyphenyl)-6,6-dimethyl-2,3,5,7-tetrahydro-1-benzofuran-4-one
• CAS: 1381845-92-6
• 化学式: C₁₇H₂₀O₃
• 分子量: 272.344
• InChiKey: RDPVIXCEOLKSTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)环氧乙烷 、 5,5-二甲基-1,3-环己二酮 在 四氢吡咯 作用下， 以 四氢呋喃 为溶剂， 反应 45.0h， 以91%的产率得到2-(4-methoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydrobenzofuran-4(2H)-one
  参考文献：
  名称：

  An organocatalyzed highly regioselective one-pot approach to the synthesis of tetrahydrobenzofuranones

  摘要：

  An organocatalyzed highly regioselective synthesis of substituted tetrahydrobenzofuran-4-ones based on the ring opening followed by cyclization of epoxides with enamines of 1,3-cyclohexanediones in a domino fashion is described. It is a high yielding (74-93%) synthetic protocol tolerant to a wide range of substrates. Ambient temperature, organocatalytic approach, atom-economy, and formation of water as the only by-product are some of the attractive features of the present methodology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.101

文献信息

• Metal-free intermolecular cyclopropanation between alkenes and iodonium ylides mediated by PhI(OAc)₂·Bu₄NI
  作者：Jason Tao、Carl D. Estrada、Graham K. Murphy

  DOI：10.1039/c7cc04859a

  日期：——

  A rapid, mild and metal-free intermolecular cyclopropanation between iodonium ylides and alkene-containing substrates mediated by PhI(OAc)2·Bu4NI is reported. Iodonium ylides of cyclic and acyclic 1,3-dicarbonyls were reacted with a variety of mono-, di-, tri- and tetra-substituted alkenes of various structural types to give 29 cyclopropanes in up to 97% yield.

  据报道，由PhI（OAc）2 ·Bu 4 NI介导的碘鎓烷基化物和含烯烃的底物之间快速，温和且无金属的分子间环丙烷化作用。使环状和无环1，3-二羰基的碘鎓碘化物与各种不同结构类型的单，二，三和四取代的烯烃反应，以最高97％的收率得到29个环丙烷。