(E)-3-phenylprop-1-en-1-yl acetate | 73660-83-0

• 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: (E)-3-phenylprop-1-en-1-yl acetate
• 英文别名: [(E)-3-phenylprop-1-enyl] acetate
• CAS: 73660-83-0
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: PZVVUAIULJGRJE-WEVVVXLNSA-N

物化性质

• 沸点：
  270.2±19.0 °C(Predicted)
• 密度：
  1.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium chlorodifluoroacetate 、 (E)-3-phenylprop-1-en-1-yl acetate 生成 Acetic acid 3-benzyl-2,2-difluoro-cyclopropyl ester
  参考文献：
  名称：

  TAGUCHI, TAKEO;MORIKAWA, TSUTOMU;TAKIGAWA, TOMOYUKI;YOSHIZAWA, ATSUKO;TAW+, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM., 1985, N 11, 2177-2184

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰溴 、 alkaline earth salt of/the/ methylsulfuric acid 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 (E)-3-phenylprop-1-en-1-yl acetate 、 (Z)-3-phenylprop-1-en-1-yl acetate
  参考文献：
  名称：

  Thermal Decomposition of Pentacarbonyl(1-acyloxyalkylidene)chromium(0) Complexes:  Formation of Z-Enol Esters

  摘要：

  Pentacarbonyl(1-acyloxyalkylidene)chromium(0) complexes, formed in situ by reaction of the corresponding tetramethylammonium pentacarbonyl(1-oxoalkyl)chromate(1-) salts with carboxylic acid halides, affords enol esters in moderate to good yields. In all cases examined, the Z-enol ester was obtained as the major or exclusive isomer. Addition of I equiv of pyridine to the reaction mixture substantially improved the Z/E ratio and, in most cases, increased the chemical yield.

  DOI：

  10.1021/jo962197c

文献信息

• Reductive Coupling between C–N and C–O Electrophiles
  作者：Rong-De He、Chun-Ling Li、Qiu-Quan Pan、Peng Guo、Xue-Yuan Liu、Xing-Zhong Shu

  DOI：10.1021/jacs.9b05224

  日期：2019.8.14

  The cross-electrophile reaction is a promising strategy for C-C bond formation. Recent studies have focused mainly on reactions with organic halides. Here we report a coupling reaction between C-N and C-O electrophiles that demonstrates the possibility of constructing a C-C bond via C-N and C-O cleavage. Several reactions between benzyl/aryl ammonium salts and vinyl/aryl C-O electrophiles have been

  交叉亲电反应是 CC 键形成的一个有前景的策略。最近的研究主要集中在与有机卤化物的反应上。在这里，我们报告了 CN 和 CO 亲电试剂之间的偶联反应，证明了通过 CN 和 CO 裂解构建 CC 键的可能性。已经研究了苄基/芳基铵盐和乙烯基/芳基 CO 亲电试剂之间的几种反应。初步机理研究表明，苄基铵是通过自由基机制活化的。
• S,O-ligand-promoted palladium-catalyzed C–H olefination of arenes with allylic substrates
  作者：Kananat Naksomboon、Yolanda Álvarez-Casao、Michiel Uiterweerd、Nick Westerveld、Beatriz Maciá、M. Ángeles Fernández-Ibáñez

  DOI：10.1016/j.tetlet.2017.12.047

  日期：2018.1

  An efficient catalytic system for the C–H olefination of arenes with different allylic substrates is reported. The catalytic system is based on Pd(OAc)2 and a readily accessible bidentate S,O-ligand. The methodology shows high activity with a wide range of arenes, including bulky and, electron-rich and -poor arenes. The applicability of this catalyst is demonstrated in the late-stage functionalization

  据报道，具有不同烯丙基底物的芳烃的C - H烯化反应的有效催化体系。催化体系基于Pd（OAc）2和易于获得的双齿S，O-配体。该方法显示出具有广泛范围的芳烃的高活性，包括大体积的，富电子的和贫乏的芳烃。该催化剂的适用性在复杂分子O-甲基雌酮的后期官能化中得到证明。
• METHODS OF PREPARING a,ß-UNSATURATED OR a-HALO KETONES AND ALDEHYDES
  申请人：International Flavors & Fragrances Inc.

  公开号：US20170174607A1

  公开（公告）日：2017-06-22

  Copper(II) bromide mediated oxidation of acylated enol and use of the reaction in the synthesis of α,β-unsaturated or α-bromo ketones or aldehydes are disclosed. The method provides an efficient and practical process for manufacturing dehydrohedione (DHH) and many other versatile α,β-unsaturated or α-bromo ketones or aldehydes in large scales to avoid using precious metal compounds.

  铜(II)溴化物介导的酰化烯醇氧化及在合成α,β-不饱和或α-溴酮或醛中的应用被披露。该方法提供了一种高效实用的工艺，用于大规模制造脱氢赫酮（DHH）和许多其他多功能的α,β-不饱和或α-溴酮或醛，避免使用贵金属化合物。
• 6-substituted penem compounds
  申请人：Ciba-Geigy Corporation

  公开号：US04692442A1

  公开（公告）日：1987-09-08

  The invention relates to 2-penem-3-carboxylic acid compounds of the formula ##STR1## in which R.sub.a represents an organic radical bonded by a carbon atom to the ring carbon atom, a free, etherified or esterified hydroxy or mercapto group or a halogen atom, R.sub.1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom, or an etherified mercapto group, and R.sub.2 represents a hydroxy group or an R.sub.2.sup.A radical that together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group, and to salts of such compounds with salt-forming groups, processes for the manufacture of such compounds, pharmaceutical preparations containing compounds of the formula I with pharmacological properties, and their use. The compounds have antibiotic activity.

  该发明涉及公式##STR1##的2-青霉烯-3-羧酸化合物，其中R.sub.a代表通过碳原子与环碳原子结合的有机基团，一个自由的、醚化或酯化的羟基或巯基团或一个卤原子，R.sub.1代表氢、通过碳原子与环碳原子结合的有机基团，或醚化的巯基，R.sub.2代表一个羟基或一个R.sub.2.sup.A基团，与羰基--C(.dbd.O)--一起形成一个保护的羧基团，以及含有公式I化合物的具有药理特性的药物制剂的盐和具有盐形成基团的这些化合物的盐，制造这些化合物的方法，含有具有药理特性的公式I化合物的药物制剂，以及它们的用途。这些化合物具有抗生素活性。
• Unexpected Formation of Aryl Ketones by Palladium-Catalyzed Coupling of Aryl Bromides with Vinylic Acetates
  作者：Mickaël Jean、Jacques Renault、Philippe Uriac、Marc Capet、Pierre van de Weghe

  DOI：10.1021/ol7015065

  日期：2007.8.1

  A palladium-catalyzed coupling reaction of aryl bromides with vinylic acetates in the presence of tributyltin methoxide has been described. Unexpected formation of aryl ketones was obtained. Preliminary mechanistic studies indicated that the reaction proceeded by the addition of the aryl moiety in the coordination sphere of palladium to a ketene.

  已经描述了在甲醇三丁基锡存在下钯催化的芳基溴化物与乙酸乙烯酯的偶联反应。获得意外形成的芳基酮。初步的机理研究表明，反应是通过将钯配位区内的芳基部分添加至乙烯酮而进行的。