| 1610556-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1610556-41-6
• 化学式: C₁₂H₁₄ClNO
• 分子量: 223.702
• InChiKey: RGUYOIXMBFBHOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 sodium iodide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以23%的产率得到
  参考文献：
  名称：

  Synthesis of substituted γ-lactam via Pd(0)-catalyzed cyclization of alkene-tethered carbamoyl chloride

  摘要：

  Pd(0)-catalyzed carboiodonation of but-3-enylcarbamic chloride has been developed with NaI as additive, which provides a ready access to substituted gamma-lactam bearing an alkyl iodide group. This reaction features alkyl iodide reductive elimination as a key step in catalytic cycle, indicating the crucial role of additive NaI. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.019
• 作为产物：
  描述：

  在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis of substituted γ-lactam via Pd(0)-catalyzed cyclization of alkene-tethered carbamoyl chloride

  摘要：

  Pd(0)-catalyzed carboiodonation of but-3-enylcarbamic chloride has been developed with NaI as additive, which provides a ready access to substituted gamma-lactam bearing an alkyl iodide group. This reaction features alkyl iodide reductive elimination as a key step in catalytic cycle, indicating the crucial role of additive NaI. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.019

文献信息

• Palladium‐Catalyzed Carbamoyl‐Carbamoylation/ Carboxylation/Thioesterification of Alkene‐Tethered Carbamoyl Chlorides Using Mo(CO) ₆ as the Carbonyl Source
  作者：Chen Chen、Yujie Huang、Jie Ding、Liying Liu、Bolin Zhu

  DOI：10.1002/adsc.202101130

  日期：2022.2.15

  ation/thioesterification of alkene-tethered carbamoyl chlorides using Mo(CO)6 as the carbonyl source. The reactions were typically performed with good functional group compatibility and tolerated different nucleophiles (amines, alcohols, phenols, thiols and water), which provided a new access to amidated/esterificated/thioesterificated/carboxylated oxindoles or lactams bearing an all-carbon quaternary

  我们报道了使用 Mo(CO) 6作为羰基源的烯烃系链氨基甲酰氯的钯催化的氨基甲酰-氨基甲酰化/羧化/硫酯化。该反应通常以良好的官能团相容性和耐受不同的亲核试剂（胺、醇、酚、硫醇和水）进行，这为获得酰胺化/酯化/硫酯化/羧化羟吲哚或内酰胺提供了新途径无 CO 气体条件。此外，天然产物突变和不同的后期衍生化是重要的实用特征。
• Palladium-catalyzed asymmetric carbamoyl-carbonylation of alkenes
  作者：Ziwen Feng、Qiuyu Li、Long Chen、Hequan Yao、Aijun Lin

  DOI：10.1007/s11426-021-9992-2

  日期：2021.8

  carbamoyl-carbonylation of tethered alkenes with CO and alcohols has been developed. This reaction provided an efficient route to access oxindoles and γ-lactams bearing β-carbonyl substituted quaternary carbons in good yields with excellent chemo-, regio- and enantioselectivity. Gram-scale synthetic capability and facile transformations of the products to chiral spirooxindole and other functional molecules

  已经开发出一种前所未有的钯催化不对称氨基甲酰基羰基化烯烃与 CO 和醇的反应。该反应提供了一种以良好的收率和优异的化学选择性、区域选择性和对映选择性获得含β-羰基取代季碳的羟吲哚和γ-内酰胺的有效途径。产物的克级合成能力和向手性螺吲哚和其他功能分子的轻松转化进一步说明了该反应的实用性。
• Palladium-catalyzed Heck-carbonylation of alkene-tethered carbamoyl chlorides with aryl formates
  作者：Chen Chen、Liying Liu、Jin-Ping Liu、Jie Ding、Chang Ni、Chunjie Ni、Bolin Zhu

  DOI：10.1039/d3ob01149f

  日期：——

  We report a palladium-catalyzed Heck-carbonylation of alkene-tethered carbamoyl chlorides by utilizing aryl formates as convenient CO surrogates. One C–O and two C–C bonds are constructed to give diversiform esterified oxindoles/γ-lactams bearing an all-carbon quaternary stereocenter under gas-free conditions. This transformation features a wide substrate scope and good functional group tolerance and

  我们报道了利用芳基甲酸作为方便的 CO 替代物，钯催化的烯烃束缚的氨基甲酰氯的 Heck 羰基化反应。构建一个 C-O 和两个 C-C 键，可在无气体条件下产生带有全碳四元立构中心的多种酯化羟吲哚/γ-内酰胺。该转化具有较宽的底物范围和良好的官能团耐受性，可以轻松应用于后期功能化。
• Palladium-catalyzed Heck/aminocarbonylation of alkene-tethered carbamoyl chlorides with nitro compounds for the synthesis of carbamoyl-substituted oxindoles
  作者：Xing-Feng Pan、Xuanzhang Bao、Ren-Rui Xu、Xinxin Qi、Xiao-Feng Wu

  DOI：10.1039/d3ob01004j

  日期：——

  A straightforward and efficient approach for the synthesis of carbamoyl-substituted oxindoles has been developed via a palladium-catalyzed Heck cyclization and reductive aminocarbonylation reaction of alkene-tethered carbamoyl chlorides with nitro compounds. The reaction showed good compatibility toward versatile functional groups, and both nitroarenes and nitroalkanes were well tolerated. Using Mo(CO)6

  通过钯催化的 Heck 环化和烯烃束缚的氨基甲酰氯与硝基化合物的还原氨基羰基化反应，开发了一种直接有效的合成氨基甲酰基取代的羟吲哚的方法。该反应对多种官能团表现出良好的相容性，硝基芳烃和硝基烷烃均具有良好的耐受性。使用Mo(CO) 6作为固体CO源，在没有外部还原剂的情况下，以中等到高产率获得了多种氨基甲酰基取代的羟吲哚。