(E)-3-iodomethylene-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuranone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (E)-3-iodomethylene-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuranone
• 英文别名: (3E)-4-(5-chloro-2,2,3,3,4,4,5,5-octafluoropentyl)-3-(iodomethylidene)oxolan-2-one
• 化学式: C₁₀H₆ClF₈IO₂
• 分子量: 472.501
• InChiKey: NWLLGOLFHUASQR-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  allyl propiolate 、 1-氯-6-碘全氟己烷 生成 (E)-3-iodomethylene-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuranone
  参考文献：
  名称：

  Lu Xiyan, Wang Zhong, Ji Jianguo, Tetrahedron Lett, 35 (1994) N 4, S 613-616

  摘要：

  DOI：

文献信息

• Selective ene-yne coupling-functionalization: A new strategy in constructing heterocycles
  作者：Zhong Wang、Xiyan Lu

  DOI：10.1016/0040-4020(95)00035-7

  日期：1995.2

  Fluorinated derivatives of 3-alkylidene-2(3H)-dihydrofuranone have been synthesized by sodium dithionite initiated tandem perfluoroalkylation-cyclization of allylic 2-alkynoates in fair to good yield and high stereoselectivity. Fluorinated 3-alkylidene-2(3H)-pyrrolidone derivatives were prepared similarly. A mechanistic rationale concerning the different radical steps and the differences between esters

  通过连二亚硫酸钠引发的烯丙基2-链烷酸酯的串联全氟烷基化-环化反应合成了3-亚烷基-2（3H）-二氢呋喃酮的氟化衍生物，其收率相当好且具有高立体选择性。类似地制备氟化的3-亚烷基-2（3H）-吡咯烷酮衍生物。给出了关于不同的自由基步骤以及酯和酰胺之间的差异的机械原理。
• Na2S2O4/NaHCO3-system promoted addition-cyclization of per( poly)fluoroalkyl iodides or perhaloalkanes with 1,6-heptadienes
  作者：Gang Zhao、Jin Yang、Wei-yuan Huang

  DOI：10.1016/s0022-1139(97)00067-5

  日期：1997.10

  obtained using Na2S2O4/NaHCO3 promoted addition-cyclization of per(poly)fluoroalkyl iodides or perhaloalkanes with 1,6-heptadienes. The stereochemistry of hydrodehalogenation products (5, 6, 8, 9) was determined based on their 1H-NMR spectra. γ-Lactams and γ-lactones bearing fluoroalkyl groups were obtained using the same system promoted per(poly)fluoroalkylation reaction with N-allyl acrylamides (10) and

  报道了一种有效且实用的制备五元环化合物的合成方法。使用Na 2 S 2 O4 / NaHCO 3促进的全（聚）氟烷基碘或全卤代烷烃与1,6-庚二烯的加成环化反应，获得了带有多氟烷基的碳环和杂环五元环化合物。的加氢脱卤产物（立体化学5，6，8，9基于其测定）1 H-NMR光谱。使用与N-烯丙基丙烯酰胺（10）和丙酸烯丙酯（15）促进的全（聚）氟烷基化反应的相同系统，获得带有氟代烷基的γ-内酰胺和γ-内酯。）在相似的反应条件下。
• Lu Xiyan, Wang Zhong, Ji Jianguo, Tetrahedron Lett, 35 (1994) N 4, S 613-616
  作者：Lu Xiyan, Wang Zhong, Ji Jianguo

  DOI：——

  日期：——