allyl (4-fluorophenyl)carbamate | 194788-16-4

• 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: allyl (4-fluorophenyl)carbamate
• 英文别名: (4-fluoro-phenyl)-carbamic acid allyl ester；Carbamic acid, 4-fluorophenyl-, allyl ester；prop-2-enyl N-(4-fluorophenyl)carbamate
• CAS: 194788-16-4
• 化学式: C₁₀H₁₀FNO₂
• mdl: MFCD00017937
• 分子量: 195.193
• InChiKey: VGRPHVZJVTWLAO-UHFFFAOYSA-N

物化性质

• 沸点：
  223.3±33.0 °C(predicted)
• 密度：
  1.210±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  allyl (4-fluorophenyl)carbamate 在 potassium phosphate 、 1,10-菲罗啉 、 copper(ll) sulfate pentahydrate 、 三乙基硼 、 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  通过钯催化的N - Alloc酰胺的脱羧π-烯丙基重排形成Ketenimines

  摘要：

  已经开发了通过脱羧基的烯丙基重排途径形成酮亚胺的新方法，该方法不需要强的稳定基团或保护基团。产物可以容易地水解成它们相应的仲酰胺或与硫酰化物反应以进行另外的[2，3] -Wittig方法。机理研究表明，其中还原烷基化是限速的外球过程。

  DOI：

  10.1021/acs.orglett.7b02780
• 作为产物：
  描述：

  4-氟-N-羟基苯甲酰胺 在 N-甲基咪唑 、 N,N-二异丙基乙胺 、 对硝基苯磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 allyl (4-fluorophenyl)carbamate
  参考文献：
  名称：

  N-甲基咪唑催化异羟肟酸通过洛森重排合成氨基甲酸酯

  摘要：

  报道了一种有效的、一锅法、N-甲基咪唑 (NMI) 通过 Lossen 重排加速合成芳香族和脂肪族氨基甲酸酯的方法。NMI 是将异氰酸酯中间体转化为氨基甲酸酯的催化剂。此外，芳基磺酰氯与 NMI 组合的效用最大限度地减少了在序列过程中经常观察到的异羟肟酸酯-异氰酸酯二聚体的形成。在目前的条件下，降低温度也是可能的，从而实现温和的协议。

  DOI：

  10.1021/ol303424b

文献信息

• Method for producing allyl compound, and ether or ester compound produced thereby
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：US20040147757A1

  公开（公告）日：2004-07-29

  A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a multidentate phosphite compound.

  一种生产具有与烯丙基起始物质化合物不同的组成式的烯丙基化合物的方法，包括在存在至少一种含有从周期表第8组到第10组的过渡金属属于的过渡金属的过渡金属化合物和多齿膦酸酯化合物的催化剂的情况下，将烯丙基起始物质化合物与氧亲核试剂反应。
• Azide monoliths as convenient flow reactors for efficient Curtius rearrangement reactions
  作者：Marcus Baumann、Ian R. Baxendale、Steven V. Ley、Nikzad Nikbin、Christopher D. Smith

  DOI：10.1039/b801634h

  日期：——

  The preparation and use of an azide-containing monolithic reactor is described for use in a flow chemistry device and in particular for conducting Curtius rearrangement reactions via acid chloride inputs.

  描述了一种含叠氮化物的整体反应器的制备和使用，该反应器用于流动化学装置中，尤其是用于通过酰氯输入进行库尔修斯重排反应。
• Carbamate as an accelerating group in intermolecular Pauson-Khand reaction
  作者：Shota Asano、Kaori Itto-Nakama、Hirokazu Arimoto

  DOI：10.1016/j.tetlet.2020.151974

  日期：2020.6

  The Pauson-Khand reaction (PKR) is a powerful means for the construction of cyclopentenones. However, its applications have been limited to the intramolecular version of this reaction because poor yield and regioselectivity are often the major problems in intermolecular PKR. Here we describe that a carbamate moiety in alkene substrate accelerates this intermolecular PKR. The reaction of N-4-dimethylaminophenyl

  Pauson-Khand反应（PKR）是构建环戊烯酮的有力手段。然而，由于不良的产率和区域选择性通常是分子间PKR的主要问题，其应用仅限于该反应的分子内形式。在这里，我们描述了烯烃底物中的氨基甲酸酯部分会加速这种分子间PKR。N -4-二甲基氨基苯基O-烯丙基氨基甲酸酯与炔-钴配合物的反应以高产率（高达90％）和区域选择性（＞ 9∶1）得到环戊烯酮。
• Method for producing allyl compound
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：US20040092777A1

  公开（公告）日：2004-05-13

  A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent having a structure different from that of the allyl starting material compound in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a monodentate phosphite compound having a structure of the following formula (1): P(OR 1 )(OR 2 )(OR 3 )   (1) wherein R 1 , R 2 and R 3 are respectively independently an alkyl group which may have a substituent, carbon chains of R 1 , R 2 and R 3 may have at least one carbon-carbon double bond or triple bond, and at least two optional groups of R 1 , R 2 and R 3 may bond to each other to form at least one cyclic structure.

  一种制备具有与烯丙基起始材料化合物不同组成式的烯丙基化合物的方法，包括在至少包含选择自周期表8至10族过渡金属的过渡金属化合物和具有以下式（1）结构的单齿磷酸酯化合物催化剂存在下，将烯丙基起始材料化合物与具有不同于烯丙基起始材料化合物的结构的氧亲核试剂反应，其中式（1）中，R1、R2和R3分别独立地是可以具有取代基的烷基，R1、R2和R3的碳链可以具有至少一个碳-碳双键或三键，并且R1、R2和R3的至少两个可选基团可以结合形成至少一个环状结构。
• Method for producing allyl compound, and allyl compound produced thereby
  申请人：Takai Masaki

  公开号：US20050075518A1

  公开（公告）日：2005-04-07

  A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with a nucleophilic agent in the presence of a catalyst containing at least one transitional metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and at least one bidentate coordinated phosphite compound selected from the group consisting of compounds having structures of the following formulae (I) to (III): wherein A 1 to A 3 are respectively independently a diarylene group having a branched alkyl group at the ortho-position, R 1 to R 6 are respectively independently an alkyl group which may have a substituent or an aryl group which may have a substituent (including a heterocyclic compound forming an aromatic 6π electron cloud on the upper and lower sides of the ring, hereinafter the same), and Z 1 to Z 3 are respectively independently an alkylene group which may have a substituent, an arylene group which may have a substituent, an alkylene-arylene group which may have a substituent or a diarylene group which may have a substituent.

  一种制备具有不同于烯丙基起始材料化合物的组成式的烯丙基化合物的方法，包括在催化剂的存在下，将烯丙基起始材料化合物与亲核试剂反应，所述催化剂包含至少一种过渡金属化合物，所述过渡金属选自周期表8到10组的过渡金属，并且至少一种双齿配位膦酸酯化合物，所述化合物具有以下式(I)到(III)中的结构，其中A1到A3分别独立地是具有支链烷基的二芳基基团，R1到R6分别独立地是可以具有取代基的烷基基团或可以具有取代基的芳基基团（包括在环上形成芳香6π电子云的杂环化合物，在此以后相同），Z1到Z3分别独立地是可以具有取代基的烷基，可以具有取代基的芳基，可以具有取代基的烷基-芳基基团或可以具有取代基的二芳基基团。