2-oxopropyl picolinate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-oxopropyl picolinate
• 英文别名: 2-Oxopropyl pyridine-2-carboxylate
• 化学式: C₉H₉NO₃
• mdl: MFCD19690291
• 分子量: 179.175
• InChiKey: CTVIYKNFSMJCTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-吡啶甲酸 、 丙酮 在 sodium chlorite 、 potassium iodide 作用下， 反应 24.0h， 以86%的产率得到2-oxopropyl picolinate
  参考文献：
  名称：

  KI催化丙酮的CH官能团合成2-氧丙基杂芳族羧酸酯

  摘要：

  摘要 已经开发出KI催化的具有杂芳族羧酸的丙酮CH-H官能化。以碘化钾为催化剂，以亚氯酸钠为氧化剂，顺畅地进行了丙酮的α- H亲电取代和碘丙酮的亲核取代等级联反应。以良好至优异的产率获得2-氧丙基杂芳族羧酸酯。

  DOI：

  10.1080/00397911.2021.1892762

文献信息

• Oxidative C–H Acyloxylation of Acetone with Carboxylic Acids under Iodine Catalysis
  作者：Xiao-Yu Zhou、Xia Chen

  DOI：10.1055/a-1336-5720

  日期：2021.5

  Iodine-catalyzed oxidative C(sp3)–H acyloxylation of acetone with carboxylic acids has been developed. The method employs iodide­ as catalyst and sodium chlorite as oxidant. Substituted benzoic acids, naphthoic acids and heteroaromatic carboxylic acids can be used, and 2-oxopropyl carboxylates are obtained with good to excellent yields.

  已开发出碘催化丙酮与羧酸的氧化C（sp3）–H酰氧基化丙酮。该方法以碘化物为催化剂，亚氯酸钠为氧化剂。可以使用取代的苯甲酸，萘甲酸和杂芳族羧酸，并且以良好或优异的产率获得2-氧代丙基羧酸盐。
• No Stirring Necessary:  Parallel Carbonylation of Aryl Halides with CO and Various Alcohols under Pressure
  作者：Hans-Ulrich Blaser、Martin Diggelmann、Hans Meier、Frédéric Naud、Elke Scheppach、Anita Schnyder、Martin Studer

  DOI：10.1021/jo034112v

  日期：2003.5.1

  The parallel carbonylation of aryl halides with 6-25 bar of CO in 1-mL vials in a standard autoclave was investigated. 4-Bromoacetophenone and 2-chloropyridine were used as model substrates with 102 different O-nucleophiles (primary and secondary alcohols, phenols). No inertization during the loading was necessary. Fifty esters (43 new, yield up to 60%) were isolated and characterized. Ether, ester, ketone, and sometimes even olefin functions were usually tolerated. The new method is suitable for screening and small scale products synthesis.
• KI catalyzed C–H functionalization of acetone for the synthesis of 2-oxopropyl hetero-aromatic carboxylates
  作者：Xiao-Yu Zhou、Xia Chen、Hai-Long Liu

  DOI：10.1080/00397911.2021.1892762

  日期：——

  Abstract KI catalyzed C–H functionalization of acetone with hetero-aromatic carboxylic acids has been developed. With potassium iodide as catalyst and sodium chlorite as oxidant, cascade reaction including α-H electrophilic substitution of acetone and nucleophilic substitution of iodoacetone occur smoothly. 2-Oxopropyl hetero-aromatic carboxylates are obtained with the good to excellent yields.

  摘要 已经开发出KI催化的具有杂芳族羧酸的丙酮CH-H官能化。以碘化钾为催化剂，以亚氯酸钠为氧化剂，顺畅地进行了丙酮的α- H亲电取代和碘丙酮的亲核取代等级联反应。以良好至优异的产率获得2-氧丙基杂芳族羧酸酯。