methyl 2-((1,4-dioxan-2-yl)methyl)acrylate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-((1,4-dioxan-2-yl)methyl)acrylate
• 英文别名: Methyl 2-(1,4-dioxan-2-ylmethyl)prop-2-enoate；methyl 2-(1,4-dioxan-2-ylmethyl)prop-2-enoate
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: CITXCXIBWKSMCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 在 偶氮二异丁腈 作用下， 反应 26.0h， 生成 methyl 2-((1,4-dioxan-2-yl)methyl)acrylate
  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

• Microtubing-Reactor-Assisted Aliphatic C−H Functionalization with HCl as a Hydrogen-Atom-Transfer Catalyst Precursor in Conjunction with an Organic Photoredox Catalyst
  作者：Hong-Ping Deng、Quan Zhou、Jie Wu

  DOI：10.1002/anie.201804844

  日期：2018.9.24

  Chlorine radical, which is classically generated by the homolysis of Cl2 under UV irradiation, can abstract a hydrogen atom from an unactivated C(sp3)−H bond. We herein demonstrate the use of HCl as an effective hydrogen‐atom‐transfer catalyst precursor activated by an organic acridinium photoredox catalyst under visible‐light irradiation for C−H alkylation and allylation. The key to success relied

  氯自由基通常是由Cl 2在紫外线照射下均质化而产生的，它可以从未激活的C（sp 3）-H键中提取氢原子。我们在本文中证明了使用HCl作为有机hydrogen啶氧化还原催化剂在可见光照射下活化C-H烷基化和烯丙基化的有效氢原子转移催化剂前体。成功的关键在于利用微管反应器来维持挥发性HCl催化剂。这种基于氯的光介导的C-H活化方案对多种未活化的C（sp 3）-H键模式均有效，即使是主要的C（sp 3）-H键，如乙烷。快速获取大量未官能化烷烃原料中的几种药物说明了该策略的优点。
• 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.