(2,2-difluoro-1-iodovinyl)zinc(II) chloride | 879005-24-0

• 分子结构分类: 有机化合物
• 英文名称: (2,2-difluoro-1-iodovinyl)zinc(II) chloride
• CAS: 879005-24-0
• 化学式: C₂F₂IZn*Cl
• 分子量: 289.766
• InChiKey: HIOQGPXSXMIFSK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.96
• 重原子数：
  7.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-氯-3-碘苯 、 (2,2-difluoro-1-iodovinyl)zinc(II) chloride 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 以684 mg的产率得到1-chloro-3-(2,2-difluoro-1-iodovinyl)benzene
  参考文献：
  名称：

  Stereocontrolled Approach to Bromofluoroalkenes and Their Use for the Synthesis of Tri- and Tetrasubstituted Fluoroalkenes

  摘要：

  An addition/elimination reaction of organolithium reagents to silylated beta,beta-difluorostyrene derivatives followed by a bromination/desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.

  DOI：

  10.1021/ol8027412
• 作为产物：
  描述：

  2-碘-1,1,1-三氟乙烷 在 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (2,2-difluoro-1-iodovinyl)zinc(II) chloride
  参考文献：
  名称：

  Stereocontrolled Approach to Bromofluoroalkenes and Their Use for the Synthesis of Tri- and Tetrasubstituted Fluoroalkenes

  摘要：

  An addition/elimination reaction of organolithium reagents to silylated beta,beta-difluorostyrene derivatives followed by a bromination/desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.

  DOI：

  10.1021/ol8027412

文献信息

• Facile Synthesis of 2‐Fluorobenzofurans: 5‐ <i>endo</i> ‐ <i>trig</i> Cyclization of β,β‐Difluoro‐ <i>o‐</i> hydroxystyrenes
  作者：Ryutaro Morioka、Takeshi Fujita、Junji Ichikawa

  DOI：10.1002/hlca.202000159

  日期：2020.11

  synthetic methods were established for obtaining 2‐fluorobenzofurans involving various substituents. Upon being treated with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene under microwave irradiation, the α‐unsubstituted β,β‐difluoro‐o‐hydroxystyrenes underwent nucleophilic 5‐endo‐trig cyclization to afford the corresponding 2‐fluorobenzofurans in high yields. Furthermore, 2‐fluoro‐3‐iodobenzofuran was successfully synthesized

  建立了获得涉及各种取代基的2-氟苯并呋喃的有效合成方法。在微波辐射下用1,8-二氮杂双环[5.4.0]十一碳-7-烯处理后，α-未取代的β，β-二氟-邻羟基苯乙烯进行亲核的5-内-trig环化，得到相应的2 - n-高产率的氟苯并呋喃。此外，成功地合成了2-氟-3-碘苯并呋喃，并证明了其向各种3-取代的2-氟苯并呋喃的转化。