N-carbamoylcarbazole | 33988-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-carbamoylcarbazole
• 英文别名: 9H-carbazole-9-carboxamide；carbazole-9-carboxamide
• CAS: 33988-01-1
• 化学式: C₁₃H₁₀N₂O
• 分子量: 210.235
• InChiKey: MVYWRAFHDIYNPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-carbamoylcarbazole 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 1.67h， 生成 N-(bis(2,6-diethoxyphenyl)phosphanyl)-carbazole-9-carboxamido(trimethylsilylmethyl)(pyridine)nickel
  参考文献：
  名称：

  US2023/129371

  摘要：

  公开号：
• 作为产物：
  描述：

  咔唑-N-甲酰氯 生成 N-carbamoylcarbazole
  参考文献：
  名称：

  Acid halides of carbazole-n-carboxylic acids and process for their production

  摘要：

  公开号：

  US02089985A1

文献信息

• Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups
  作者：Karthick Govindan、Nian-Qi Chen、Yu-Wei Chuang、Wei-Yu Lin

  DOI：10.1021/acs.orglett.1c03541

  日期：2021.12.17

  We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through

  我们报告了一组新的反应，该反应基于通过用烯丙基溴进行简单处理来解锁酰胺，为获得各种含氮官能团（如伯酰胺、磺胺、伯胺、N-酰基化合物）创造了一个通用平台。酯、硫酯、酰胺）和N-磺酰基酯。该方法具有潜在的工业实用性，如通过克级规模的分批和连续流动系统合成所证明的那样。
• Ring Opening/Site Selective Cleavage in <i>N-</i>Acyl Glutarimide to Synthesize Primary Amides
  作者：Karthick Govindan、Wei-Yu Lin

  DOI：10.1021/acs.orglett.1c00010

  日期：2021.3.5

  A LiOH-promoted hydrolysis selective C–N cleavage of twisted N-acyl glutarimide for the synthesis of primary amides under mild conditions has been developed. The reaction is triggered by a ring opening of glutarimide followed by C–N cleavage to afford primary amides using 2 equiv of LiOH as the base at room temperature. The efficacy of the reactions was considered and administrated for various aryl

  已开发了一种LiOH促进的扭曲N-酰基戊二酰亚胺的水解选择性C–N裂解，可在温和条件下合成伯酰胺。戊二酰亚胺的开环反应触发反应，然后在室温下使用2当量的LiOH作为碱，进行C–N裂解，生成伯酰胺。考虑了反应的效率并以高收率和高选择性对各种芳基和烷基取代基进行了管理。此外，使用连续流动方法实现了克规模的伯酰胺的合成。值得注意的是，我们的新方法可以在批处理和流动条件下都适用于合成和工业应用。
• Synthesis of Carbazoles by Copper-Catalyzed Intramolecular C–H/N–H Coupling
  作者：Kazutaka Takamatsu、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol501037j

  日期：2014.6.6

  A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed. The key to success is the installation of the picolinamide-based directing group, which is spontaneously removed after the coupling event. The Cu catalysis proceeded smoothly under Pd- and I(III)-free conditions, and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core pi-systems.
• Reactions with Chlorosulfonyl/Chlorocarbonyl Isocyanates: Synthesis of Pyrrolo[1,2,3-de]-1,2,4-benzothiadiazin-3(2H)-one 1,1-Dioxides and 1H-Pyrrolo[3,2,1-ij]quinazoline-1,3(2H)-diones
  作者：Ahmed Kamal、Narender A. V. Reddy、Prahlad B. Sattur

  DOI：10.3987/r-1986-12-3397

  日期：——
• Acid halides of carbazole-n-carboxylic acids and process for their production
  申请人：RUIGH WILLIAM L

  公开号：US02089985A1

  公开（公告）日：1937-08-17