1-(3,4-二氯苯基)-2-碘乙酮 | 68191-24-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3,4-二氯苯基)-2-碘乙酮
• 英文名称: 1-(3,4-dichlorophenyl)-2-iodo-1-ethanone
• 英文别名: 1-(3,4-Dichlorophenyl)-2-iodoethan-1-one；1-(3,4-dichlorophenyl)-2-iodoethanone
• CAS: 68191-24-2
• 化学式: C₈H₅Cl₂IO
• 分子量: 314.938
• InChiKey: UMDDFUCFDRJRBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯甲酰基甲烷 、 1-(3,4-二氯苯基)-2-碘乙酮 在 copper(l) iodide 作用下， 以 二甲基亚砜 为溶剂， 以86%的产率得到2-benzoyl-4-(3,4-dichlorophenyl)-1-phenylbut-2-ene-1,4-dione
  参考文献：
  名称：

  Target-oriented synthesis: miscellaneous synthetic routes to access 1,4-enediones through the coupling of 1,3-dicarbonyl compounds with multiform substrates

  摘要：

  Target-oriented synthetic protocol was presented for the synthesis of 1,4-enediones. The approach can efficiently construct 1,4-enediones through different reaction pathways from multiform substrates alpha-halo aromatic ketones, 2-hydroxy-aromatic ketones and methyl carbinols. In this reaction, CuI was found to be the most efficient catalyst. Multiform substrates were also found to perform well to afford the products in a one-pot fashion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.106
• 作为产物：
  描述：

  3,4-二氯苯乙酮 在 potassium iodate 、 硫酸 、 potassium iodide 作用下， 以 溶剂黄146 为溶剂， 反应 70.0h， 以83%的产率得到1-(3,4-二氯苯基)-2-碘乙酮
  参考文献：
  名称：

  碘化钾-碘酸钾-硫酸体系直接碘化制备芳香碘乙酰基衍生物

  摘要：

  芳香族乙酰基衍生物与碘化钾和碘酸钾在乙酸中在硫酸存在下在室温下反应，以良好的收率得到碘乙酰基衍生物。

  DOI：

  10.1246/bcsj.65.1731

文献信息

• Direct one-pot synthesis of zolimidine pharmaceutical drug and imidazo[1,2-a]pyridine derivatives via I2/CuO-promoted tandem strategy
  作者：Qun Cai、Mei-Cai Liu、Bi-Ming Mao、Xuan Xie、Feng-Cheng Jia、Yan-Ping Zhu、An-Xin Wu

  DOI：10.1016/j.cclet.2014.12.016

  日期：2015.7

  2-a]pyridines from easily available starting materials: Aromatic ketones, α,β-unsaturated ketones, β-keto esters and 2-aminopyridines. The present reaction proceeded well in MeOH under the media of I2/CuO. By using this method, the marketed drug zolimidine could be prepared easily with 95% yield. All these target products were characterized by NMR, HRMS and IR spectra. Furthermore, the target compound 3fa was determined

  摘要建立了一种有效的一锅合成方案，用于从容易获得的起始原料：芳族酮，α，β-不饱和酮，β-酮酸酯和2-氨基吡啶合成咪唑并[1,2-a]吡啶。在I 2 / CuO的介质下，本反应在MeOH中进行得很好。通过使用这种方法，可以容易地以95％的收率制备市售药物zolimidine。所有这些目标产物均通过NMR，HRMS和IR光谱进行了表征。此外，通过X射线晶体学分析确定目标化合物3fa。
• Mild and General Synthesis of Pyrrolo[2,1-<i>a</i>]isoquinolines and Related Polyheterocyclic Frameworks from Pyrrole Precursors Derived from a Mechanochemical Multicomponent Reaction
  作者：Marco Leonardi、Mercedes Villacampa、J. Carlos Menéndez

  DOI：10.1021/acs.joc.6b02995

  日期：2017.3.3

  synthesis performed under mechanochemical conditions with a TMSOTf-catalyzed oxonium-mediated cyclization gave general access to pyrrolo[2,1-a]isoquinoline derivatives under very mild conditions. The structural diversity generated by this method was extended by the preparation of six additional unusual polyheterocyclic frameworks.

  在机械化学条件下进行的三组分，无溶剂吡咯合成与TMSOTf催化的氧鎓介导的环化反应的结合，可在非常温和的条件下获得吡咯并[2,1- a ]异喹啉衍生物。这种方法产生的结构多样性通过另外六个非常规多杂环骨架的制备得以扩展。
• Logic design and synthesis of quinoxalines via the integration of iodination/oxidation/cyclization sequences from ketones and 1,2-diamines
  作者：Mi Lian、Qi Li、Yanping Zhu、Guodong Yin、Anxin Wu

  DOI：10.1016/j.tet.2012.09.056

  日期：2012.11

  A novel protocol for the synthesis of quinoxalines has been developed from simple ketones and 1,2-diamines. This process underwent a logic approach to bis-substituted quinoxalines via a consecutive iodination/Kornblum oxidation/cyclization in the presence of I2/CuO/DMSO and to mono-substituted quinoxalines via an iodination/cyclization/aromatization in the presence of I2/CuO/K3PO4·3H2O.

  从简单的酮和1,2-二胺开发了一种新颖的喹喔啉合成方案。此过程通过连续碘化经历了一个逻辑方式双-取代的喹喔啉/ kornblum氧化反应/环化在我的存在2 /的CuO / DMSO中，并通过以单取代的喹喔啉碘化/环化/芳构化中的我的存在2 /的CuO / K 3 PO 4 ·3H 2 O.