2-Trifluoromethanesulfonylmethyl-acrylic acid methyl ester | 210489-89-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 2-Trifluoromethanesulfonylmethyl-acrylic acid methyl ester
• 英文别名: Methyl 2-(trifluoromethylsulfonylmethyl)prop-2-enoate；methyl 2-(trifluoromethylsulfonylmethyl)prop-2-enoate
• CAS: 210489-89-7
• 化学式: C₆H₇F₃O₄S
• 分子量: 232.18
• InChiKey: CPAUEICVYMJFKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  环庚烷 、 2-Trifluoromethanesulfonylmethyl-acrylic acid methyl ester 在 偶氮二异丁腈 作用下， 反应 14.0h， 以73%的产率得到2-Cycloheptylmethyl-acrylic acid methyl ester
  参考文献：
  名称：

  Use of allylic triflones for allylation of C-H bonds

  摘要：

  Allylic triflones react with THF and cyclohexane and related molecules to undergo a trifluoromethyl radical mediated C-H functionalization reaction. Due to polar effects, the reactions benefit from the presence of electron-withdrawing group at the 2-position of the allylic triflones. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00775-8
• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 、 potassium triflinate 反应 12.0h， 以85%的产率得到2-Trifluoromethanesulfonylmethyl-acrylic acid methyl ester
  参考文献：
  名称：

  Use of allylic triflones for allylation of C-H bonds

  摘要：

  Allylic triflones react with THF and cyclohexane and related molecules to undergo a trifluoromethyl radical mediated C-H functionalization reaction. Due to polar effects, the reactions benefit from the presence of electron-withdrawing group at the 2-position of the allylic triflones. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00775-8

文献信息

• Iron-Catalyzed Ring-Opening/Allylation of Cyclobutanone Oxime Esters with Allylic Sulfones
  作者：Jing-Feng Zhao、Pin Gao、Xin-Hua Duan、Li-Na Guo

  DOI：10.1002/adsc.201701630

  日期：2018.5.2

  radical allylation of cyclobutanone oxime esters with allylic sulfones via C−C bond cleavage is reported. This protocol provides a straight‐forward approach to cyanoalkylated alkenes with good functional group tolerance and high regioselectivity. Furthermore, this reaction can be further expanded to ring‐opening of less‐strained cyclopentanone oxime esters, leading to desired cyanoalkylated alkenes

  据报道，通过CC键裂解，铁催化的环丁酮肟酯与烯丙基砜的自由基烯丙基化反应。该协议为氰基烷基化烯烃提供了一种简单易行的方法，具有良好的官能团耐受性和较高的区域选择性。此外，该反应可以进一步扩展到较少应变的环戊酮肟酯的开环反应，从而以高收率得到所需的氰基烷基化烯烃。
• Use of allylic triflones for allylation of C-H bonds
  作者：Jason Xiang、Jerry Evarts、Alexey Rivkin、Dennis P. Curran、P.L. Fuchs

  DOI：10.1016/s0040-4039(98)00775-8

  日期：1998.6

  Allylic triflones react with THF and cyclohexane and related molecules to undergo a trifluoromethyl radical mediated C-H functionalization reaction. Due to polar effects, the reactions benefit from the presence of electron-withdrawing group at the 2-position of the allylic triflones. (C) 1998 Elsevier Science Ltd. All rights reserved.