4-iodophenyl diethylcarbamate | 1417448-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-iodophenyl diethylcarbamate
• 英文别名: (4-iodophenyl) N,N-diethylcarbamate
• CAS: 1417448-42-0
• 化学式: C₁₁H₁₄INO₂
• 分子量: 319.142
• InChiKey: DDPJHOXJJJONAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-iodophenyl diethylcarbamate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 萘 、 lithium 、 cesium fluoride 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications

  摘要：

  We have developed a highly efficient, practical, polycyclic aromatic hydrocarbon (PAH-catalyzed synthesis of stannyl lithium (Sn-Li), in which the tin resource (stannyl chloride or distannyl) is rapidly and quantitatively transformed into Sn-Li reagent at room temperature without formation of any (toxic) byproducts. The resulting Sn-Li reagent can be stored at ambient temperature for months and shows high reactivity toward various substrates, with quantitative atom efficiency.

  DOI：

  10.1021/jacs.5b06587
• 作为产物：
  描述：

  二氧化碳 、 、 二乙胺 在 三乙烯二胺 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 以53 %的产率得到4-iodophenyl diethylcarbamate
  参考文献：
  名称：

  CN115745842

  摘要：

  公开号：

文献信息

• A copper-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide using molecular oxygen as the oxidant
  作者：Wenfang Xiong、Chaorong Qi、Tianzuo Guo、Min Zhang、Kai Chen、Huanfeng Jiang

  DOI：10.1039/c6gc03465a

  日期：——

  A Cu-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide is described, providing a route to O-aryl carbamates.

  描述了芳基硼酸，胺和二氧化碳的Cu催化的氧化偶联反应，提供了制备O-芳基氨基甲酸酯的途径。
• Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aryl carbamates with alkynesvia C–H bond activation
  作者：Mallu Chenna Reddy、Masilamani Jeganmohan

  DOI：10.1039/c2cc37758f

  日期：——

  Chelation-assisted alkenylation of ortho C–H bond of aryl carbamates with alkynes in the presence of a ruthenium catalyst, AgSbF6 and pivalic acid gives highly substituted alkene derivatives in good to excellent yields in a highly regio- and stereoselective manner.

  在钌催化剂、AgSbF6和枸橼酸存在下，铬化辅助的烯基化反应可以将芳基氨基酸的邻位C–H键与炔烃进行反应，生成高度取代的烯烃衍生物，并且具有良好到优异的产率，以及高度的区域选择性和立体选择性。
• Ruthenium-Catalyzed Selective Aerobic Oxidative<i>ortho</i>-Alkenylation of Substituted Phenols with Alkenes through C-H Bond Activation
  作者：Mallu Chenna Reddy、Masilamani Jeganmohan

  DOI：10.1002/ejoc.201201463

  日期：2013.2

  The oxidative coupling of phenyl carbamates and acetates with alkenes in the presence of a catalytic amount of [RuCl2(p-cymene)]2, AgSbF6, and Cu(OAc)2·H2O under air provided substituted alkene derivatives in a highly regio- and stereoselective manner. The catalytic reaction was compatible with various alkenes such as acrylates, vinyl sulfones, acrylonitrile, and substituted styrenes. The present catalytic

  在催化量的 [RuCl2(p-cymene)]2、AgSbF6 和 Cu(OAc)2·H2O 存在下，苯基氨基甲酸酯和乙酸酯与烯烃的氧化偶联在空气中提供了高度区域和立体选择性方式。催化反应与各种烯烃相容，如丙烯酸酯、乙烯基砜、丙烯腈和取代苯乙烯。本催化反应还与芳香环上具有各种富电子、缺电子和卤素取代基的氨基甲酸苯酯和乙酸酯相容。用取代的乙酸苯酯进一步检查催化反应。以LiOH· 或K2CO3为碱，取代的烯烃衍生物转化为相应的苯酚衍生物。为了说明催化反应，
• Photoredox-catalyzed coupling of aryl sulfonium salts with CO₂ and amines to access <i>O</i>-aryl carbamates
  作者：Yanhui Guo、Li Wei、Zhonglin Wen、Huanfeng Jiang、Chaorong Qi

  DOI：10.1039/d2cc06033g

  日期：——

  An efficient photoredox-catalyzed three-component coupling reaction of aryl sulfonium salts, carbon dioxide and amines has been developed for the first time. This reaction provides a new strategy for the synthesis of a range of valuable O-aryl carbamates from readily available arenes via a site-selective thianthrenation/carbamoyloxylation two-step process. Mild conditions, broad substrate scope and

  首次开发了一种高效的光氧化还原催化的芳基硫盐、二氧化碳和胺的三组分偶联反应。该反应为通过位点选择性噻蒽化/氨基甲酰氧基化两步法从容易获得的芳烃合成一系列有价值的O-芳基氨基甲酸酯提供了一种新策略。条件温和、底物范围广、官能团耐受性好是转化的特点。通过生物活性分子和药物的后期修饰证明了该方法的合成效用。
• Organoaluminum-Mediated Direct Cross-Coupling Reactions
  作者：Hiroki Minami、Tatsuo Saito、Chao Wang、Masanobu Uchiyama

  DOI：10.1002/anie.201412249

  日期：2015.4.7

  AbstractWe present a direct cross‐coupling reaction between arylaluminum compounds (ArAlMe2⋅LiCl) and organic halides RX (R=aryl, alkenyl, alkynyl; X=I, Br, and Cl) without any external catalyst. The reaction takes place smoothly, simply upon heating, thereby enabling the efficient and chemo‐/stereoselective formation of biaryl, alkene, and alkyne coupling products with broad functional group compatibility.