ethyl 4-(2-iodophenyl)butanoate | 1271193-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(2-iodophenyl)butanoate
• CAS: 1271193-41-9
• 化学式: C₁₂H₁₅IO₂
• 分子量: 318.154
• InChiKey: KESRHTIIXQWKJO-UHFFFAOYSA-N

物化性质

• 沸点：
  349.1±25.0 °C(Predicted)
• 密度：
  1.487±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-iodophenyl)butanoate 在 copper(l) iodide 、 sodium azide 、 四丁基溴化铵 、 palladium diacetate 、 二异丁基氢化铝 、 碳酸氢钠 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 生成 5,6,7,8-tetrahydrobenzo[c][1,2,3]triazolo[1,5-a]azocine
  参考文献：
  名称：

  Facile Synthesis of [1,2,3]-Triazole-Fused Isoindolines, Tetrahydroisoquino­lines, Benzoazepines and Benzoazocines by Palladium-Copper Catalysed Heterocyclisation­

  摘要：

  An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types.

  DOI：

  10.1055/s-0032-1316839
• 作为产物：
  描述：

  1-碘-2-(2-碘乙基)-苯 在 sodium hydride 、 sodium chloride 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 ethyl 4-(2-iodophenyl)butanoate
  参考文献：
  名称：

  Facile Synthesis of [1,2,3]-Triazole-Fused Isoindolines, Tetrahydroisoquino­lines, Benzoazepines and Benzoazocines by Palladium-Copper Catalysed Heterocyclisation­

  摘要：

  An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types.

  DOI：

  10.1055/s-0032-1316839

文献信息

• Total Synthesis of (±)-Cephanolides B and C via a Palladium-Catalyzed Cascade Cyclization and Late-Stage sp³ C–H Bond Oxidation
  作者：Lun Xu、Chao Wang、Ziwei Gao、Yu-Ming Zhao

  DOI：10.1021/jacs.8b03015

  日期：2018.4.25

  we report the first total syntheses of complex cephalotaxus diterpenoids cephanolide B and C from commercially available 5-bromo-2-methylanisole. Key to the success of this synthetic route is a palladium-catalyzed cascade cyclization reaction, which allowed us to efficiently forge the 6-5-6 cis-fused tricyclic ring systems found in the entire family of cephalotaxus diterpenoids. Additionally, site-selective

  在此，我们报告了从市售的 5-溴-2-甲基苯甲醚中首次全合成复杂头杉二萜类头孢内酯 B 和 C。该合成路线成功的关键是钯催化的级联环化反应，这使我们能够有效地构建在整个头杉二萜类化合物中发现的 6-5-6 顺式稠合三环系统。此外，位点选择性后期 sp3 CH 键氧化是头孢内酯 C 化学合成中的关键战略要素。
• Generation of Medium-Ring Cycloalkynes by Ring Expansion of Vinylogous Acyl Triflates
  作者：Jumreang Tummatorn、Gregory B. Dudley

  DOI：10.1021/ol2003308

  日期：2011.3.18

  Reductive cyclization of aryl and vinyl iodides tethered to vinylogous acyl trifiates (VATS) induces a ring-expanding fragmentation to provide cyclic alkynyl ketones, including strained nine-membered cycloalkynes, in fair to excellent yield. The tandem cyclization/C-C bond-cleavage is Initiated under carefully optimized conditions by halogen metal exchange in the presence of carbonyl and vinyl triflate functionality. A modified protocol for alkylation of 1,3-cyclohexanedione is described for preparing the relevant VAT substrates.
• Process and intermediates for preparing compounds having a disubstituted acetylene moiety and retinoic acid-like biological activity
  申请人：ALLERGAN, INC.

  公开号：EP0419132B1

  公开（公告）日：1995-09-06
• US5023341A
  申请人：——

  公开号：US5023341A

  公开（公告）日：1991-06-11
• US5053523A
  申请人：——

  公开号：US5053523A

  公开（公告）日：1991-10-01