(E)-β-<(diethylcarbamoyl)oxy>styrene | 105488-78-6

• 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: (E)-β-<(diethylcarbamoyl)oxy>styrene
• 英文别名: (E)-styryl N,N-diethylcarbamate；[(diethylcarbamoyl)oxy]styrene；(E)-β-[(diethylcarbamoyl)oxy]styrene；[(E)-2-phenylethenyl] N,N-diethylcarbamate
• CAS: 105488-78-6
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: CAEBOXXSNLHVPU-ZHACJKMWSA-N

物化性质

• 沸点：
  325.9±25.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙炔 、 二乙胺 生成 (E)-β-<(diethylcarbamoyl)oxy>styrene
  参考文献：
  名称：

  MAHE R.; DIXNEUF P. H.; LECOLIER S., TETRAHEDRON LETT., 217,(1986) N 52, 6333-6336

  摘要：

  DOI：

文献信息

• Ruthenium catalyzed regioselective coupling of terminal alkynes, amine and carbon dioxide leading to anti-Markovnikov adducts
  作者：Rahul A. Watile、Bhalchandra M. Bhanage

  DOI：10.1039/c4ra03836c

  日期：——

  RuCl2(p-cymene)/DPPE catalyzed addition of secondary amines and CO2 to terminal alkynes affording anti-Markovnikov adducts of vinyl carbamates in good yield with excellent regioselectivity is reported. The catalyst, consisting of labile p-cymene displays very high regioselectivity towards the anti-Markovnikov adducts and was applicable to a variety of aliphatic/aromatic alkynes and secondary amines.

  据报道，RuCl 2（对-cymene）/ DPPE催化仲胺和CO 2加成到末端炔烃上，从而以良好的收率和良好的区域选择性提供了氨基甲酸乙烯基酯的抗马尔科夫尼科夫加合物。该催化剂由不稳定的对伞花烃组成，对反马尔科夫尼科夫加合物具有很高的区域选择性，可用于多种脂族/芳族炔烃和仲胺。
• A novel catlytic synthesis of vinyl carboamtes from carbon dioxide, diethylamine, and alkynes in the presence of Ru3(CO)12
  作者：Yoshiyuki Sasaki、Pierre H. Dixneuf

  DOI：10.1039/c39860000790

  日期：——

  The reaction of carbon dioxide, diethylamine, and hex-1-yne(1a) or phenylacetylene (1b), catalysed by Ru3(CO)12, gave the vinyl carbamates (2a), (3a) and (4a) or (2b) and (3b).

  Ru 3（CO）12催化二氧化碳，二乙胺和hex-1-yne（1a）或苯乙炔（1b）的反应，生成氨基甲酸乙烯酯（2a），（3a）和（4a）或（2b））和（3b）。
• One-step synthesis of vinyl carbamates catalyzed by mononuclear ruthenium complexes via addition of carbon dioxide and amine to terminal alkynes
  作者：R. Mahé、P.H. Dixneuf、S. Lécolier

  DOI：10.1016/s0040-4039(00)87801-6

  日期：1986.1

  Terminal alkynes with secondary amines (dimethylamine, diethylamine, piperidine, morpholine) and CO2 in the presence of mononuclear ruthenium catalysts, afford the vinyl carbamates R1CHCHOCONR2. The reaction studies suggest, as the active catalytic species, a ruthenium-vinylidene intermediate.

  在单核钌催化剂的存在下，末端炔与仲胺（二甲胺，二乙胺，哌啶，吗啉）和CO 2，得到氨基甲酸乙烯基酯R 1 CH = CH = O = CONR 2。反应研究表明，钌-亚乙烯基中间体作为活性催化物质。
• Catalytic synthesis of vinyl carbamates from carbon dioxide and alkynes with ruthenium complexes
  作者：Roger Mahe、Yoshiyuki Sasaki、Christian Bruneau、Pierre H. Dixneuf

  DOI：10.1021/jo00268a008

  日期：1989.3
• Regioselective Re(I)-catalyzed coupling of terminal alkynes, Et2NH, and CO2 leading to anti-Markovnikov adducts
  作者：Jia-Li Jiang、Ruimao Hua

  DOI：10.1016/j.tetlet.2005.11.137

  日期：2006.2

  ReBr(CO)(5)-catalyzed addition of Et2NH and CO2 to terminal alkynes afforded anti-Markovnikov adducts of alkenyl carbamates in good to excellent yield and high regioselectivity. (c) 2005 Elsevier Ltd. All rights reserved.