dodecyl 2-chloro-2-oxoacetate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dodecyl 2-chloro-2-oxoacetate
• 英文别名: 1-dodecyl chlorooxalate
• 化学式: C₁₄H₂₅ClO₃
• 分子量: 276.804
• InChiKey: BCYBTZHBWXYZPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dodecyl 2-chloro-2-oxoacetate 在 氨 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 以734 mg的产率得到oxalamic acid dodecyl ester
  参考文献：
  名称：

  10.1002/chem.202402298

  摘要：

  The Cu‐catalyzed Ullmann‐Goldberg cross‐coupling between aryl iodides and oxamates is shown to afford the corresponding N‐aryloxamates with yields ranging from moderate to excellent, when the oxamate precursor incorporates a bulky tertiary alkyl group effectively preventing product degradation under the strongly basic reaction conditions. The final oxamic acids are then generated through the acid hydrolysis of the oxamate in high yields. These acids were then converted into urethanes using PIDA under thermal conditions or a visible‐light Fe‐LMCT process. While electron‐deficient N‐aryl oxamic acids provide urethanes with high efficiencies, electron‐rich counterparts led to diminished yields due to aryl group over‐oxidation induced by PIDA.

  DOI：

  10.1002/chem.202402298
• 作为产物：
  描述：

  草酰氯 、 十二烷醇 以 二氯甲烷 为溶剂， 生成 dodecyl 2-chloro-2-oxoacetate
  参考文献：
  名称：

  可见光诱导的 1,7-烯炔双环化：酯取代的苯并[j]菲啶的合成

  摘要：

  描述了一种新型烷氧基羰基自由基触发的 1,7-烯炔级联环化反应，以烷基草酰氯作为酯单元，用于合成苯并 [j]菲啶。该反应条件与广泛的烷氧基羰基自由基源具有良好的相容性，并实现了在多环化合物中安装酯基。这种自由基级联环化反应具有优异的官能团耐受性、温和的反应条件和优良的产率。

  DOI：

  10.1021/acs.orglett.3c00544

文献信息

• A continuous flow synthesis of [1.1.1]propellane and bicyclo[1.1.1]pentane derivatives
  作者：Kian Donnelly、Marcus Baumann

  DOI：10.1039/d0cc08124h

  日期：——

  generate [1.1.1]propellane on demand is presented rendering solutions of [1.1.1]propellane that can directly be derivatised into various bicyclo[1.1.1]pentane (BCP) species. This was realised in throughputs up to 8.5 mmol h−1 providing an attractive and straightforward access to gram quantities of selected BCP building blocks. Lastly, a continuous photochemical transformation of [1.1.1]propellane into valuable

  提出了一种按需产生[1.1.1]丙炔的连续流动过程，提出了可直接衍生为各种双环[1.1.1]戊烷（BCP）物种的[1.1.1]丙炔溶液。在高达8.5 mmol h -1的通量中实现了这一目标，从而提供了对克量的所选BCP构建基块的吸引力和直接访问。最后，开发了一种持续的光化学转化方法，将[1.1.1]丙炔转化为带有混合的酯/酰氯部分的有价值的BCP。
• Metal‐Free, Light‐Mediated, Site‐Specific, Radical C6−H Alkylation of Purines with Alcohols Intervened by Oxalates without Catalysts
  作者：Gang Liu、Xianfeng Mu、Miao Tian、Weili Wang、Chunhui Zou、Yiwen Chen、Mingwu Yu

  DOI：10.1002/ejoc.202201491

  日期：——

  A mild and practical protocol for highly regioselective C6−H alkylation of purines with alcohols intervened by oxalates under blue LED irradiation is reported. This transformation does not need transition metal catalysts, is not sensitive to moisture and does not require N2 protection. Besides, this method displays broad functional groups compatibility and is easily scale up.

  报告了一种温和实用的方案，用于在蓝色 LED 照射下草酸盐干预嘌呤与醇的高度区域选择性 C6-H 烷基化。这种转化不需要过渡金属催化剂，对水分不敏感，也不需要N 2保护。此外，该方法显示出广泛的功能组兼容性并且易于放大。
• Novel peroxyoxalates derived from hydroxy-hydroperoxides
  申请人：ELF ATOCHEM NORTH AMERICA, INC.

  公开号：EP0850928A1

  公开（公告）日：1998-07-01

  Novel peroxyoxalate compositions of Structure A, and use of the novel monoperoxyoxalates of Structure A as initiators for polymerizing ethylenically unsaturated monomers and for curing of unsaturated polyester resins are disclosed.

  结构 A 的新型过氧化物缩醛组合物、 公开了结构 A 的新型单过氧化物歧化物作为乙烯基不饱和单体聚合和不饱和聚酯树脂固化的引发剂的用途。
• Novel oxalic acid peroxide compositions and uses
  申请人：ELF ATOCHEM NORTH AMERICA, INC.

  公开号：EP0850927A1

  公开（公告）日：1998-07-01

  A novel peroxide composition of Structure A, and use of the novel oxalic acid peroxide composition of Structure A as an initiator; a) for curing of unsaturated polyester resins, b) for polymerizing ethylenically unsaturated monomers, c) for crosslinking of polyolefins, d) for curing of elastomers, e) for modifying polyolefins, f) for grafting of vinyl monomers onto polymer backbones and g) for compatibilizing blends of two or more incompatible polymers are disclosed.

  结构 A 的新型过氧化物组合物 结构 A 的新型草酸过氧化物组合物作为引发剂；a) 用于不饱和聚酯树脂的固化；b) 用于乙烯基不饱和单体的聚合；c) 用于聚烯烃的交联；d) 用于弹性体的固化；e) 用于聚烯烃的改性；f) 用于乙烯基单体在聚合物骨架上的接枝；g) 用于两种或两种以上不相容聚合物混合物的相容。
• Analogues of the Herbicide, <i>N</i>-Hydroxy-<i>N</i>-isopropyloxamate, Inhibit <i>Mycobacterium tuberculosis</i> Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads
  作者：Ajit Kandale、Khushboo Patel、Waleed M. Hussein、Shun Jie Wun、Shan Zheng、Lendl Tan、Nicholas P. West、Gerhard Schenk、Luke W. Guddat、Ross P. McGeary

  DOI：10.1021/acs.jmedchem.0c01919

  日期：2021.2.11