2-(5-chloro-1H-benzo[d][1,2,3]triazol-1-yl)-1-phenylethanone | 1394912-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(5-chloro-1H-benzo[d][1,2,3]triazol-1-yl)-1-phenylethanone
• 英文别名: 2-(5-Chlorobenzotriazol-1-yl)-1-phenylethanone；2-(5-chlorobenzotriazol-1-yl)-1-phenylethanone
• CAS: 1394912-19-6
• 化学式: C₁₄H₁₀ClN₃O
• 分子量: 271.706
• InChiKey: ORKKPCHOAJWUQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氯代苯并三氮唑 、 苯乙酮 在 碘 、 碳酸氢钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以58%的产率得到2-(5-chloro-1H-benzo[d][1,2,3]triazol-1-yl)-1-phenylethanone
  参考文献：
  名称：

  Iodine-induced regioselective direct alkylation of azoles via in situ formed alkyliodide

  摘要：

  We have developed an efficient, metal-free, convenient and relatively cheap method for iodine-induced direct alkylation of azoles via in situ formed alkyliodide. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate to good yields and high regioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.008

文献信息

• A facile protocol for N-alkylation of azoles using KO Bu as base under NBS-promoted conditions
  作者：Wen-lin Chen、Ji-hui Li、Xu Meng、Dong Tang、Shuai-bo Guo、Bao-hua Chen

  DOI：10.1016/j.tetlet.2012.11.030

  日期：2013.1

  A mild, transition metal-free, and environmentally benign NBS-promoted C–N bond formation of N-heterocycles is successfully demonstrated. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate to good yields.

  成功证明了温和，无过渡金属且对环境无害的NBS促进的N杂环C–N键的形成。在温和条件下容易以中等到良好的产率制备一系列杂环衍生物。
• Visible-Light-Induced Regioselective Radical Oxo-Amination of Alkenes with O₂ as the Oxygen Source
  作者：Jiayang Wang、Baoer Shao、Haixia Ge、Yongjin Li、Huan Qi、Li Xiao

  DOI：10.1021/acs.orglett.3c01910

  日期：2023.7.21

  accessible and green O2 as the oxygen source has been developed. The transformation possesses the advantages of operational simplicity, a broad substrate scope, high atom economy, and mild reaction conditions. The mechanistic studies reveal that an energy transfer process probably occurs in the initial stage, and the reaction proceeds via β-scission of the alkoxyl radical species.

  开发了一种有效且新颖的可见光诱导末端烯烃氧化胺化，用于以易于获得的绿色O 2作为氧源构建α-氨基酮。该转化具有操作简单、底物范围广、原子经济性高、反应条件温和等优点。机理研究表明，能量转移过程可能发生在初始阶段，反应通过烷氧基自由基的β-断裂进行。
• Iodine-induced regioselective direct alkylation of azoles via in situ formed alkyliodide
  作者：Wenlin Chen、Rulong Yan、Dong Tang、Shuaibo Guo、Xu Meng、Baohua Chen

  DOI：10.1016/j.tet.2012.07.008

  日期：2012.9

  We have developed an efficient, metal-free, convenient and relatively cheap method for iodine-induced direct alkylation of azoles via in situ formed alkyliodide. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate to good yields and high regioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.