2,2,2-trifluoro-N-(4-isopropoxy-3-vinylphenyl)acetamide | 1025728-53-3

• 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: 2,2,2-trifluoro-N-(4-isopropoxy-3-vinylphenyl)acetamide
• 英文别名: N-(3-Vinyl-4-isopropoxyphenyl)-2,2,2-trifluoroacetamide；N-(3-ethenyl-4-propan-2-yloxyphenyl)-2,2,2-trifluoroacetamide
• CAS: 1025728-53-3
• 化学式: C₁₃H₁₄F₃NO₂
• 分子量: 273.255
• InChiKey: IUYZPYVWJWHHFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-N-(4-isopropoxy-3-vinylphenyl)acetamide 、 dichloro-(2-mesityl-5-cyclododecyl-imidazo-1-ylidene)-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphospine) ruthenium (II) 在 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以76%的产率得到dichloro-(2-mesityl-5-cyclododecyl-imidazol-1-ylidene)-(2-isopropoxy-5-trifluoroacetamido-benzylidene) ruthenium(II)
  参考文献：
  名称：

  Cycloalkyl-based unsymmetrical unsaturated (U₂)-NHC ligands: flexibility and dissymmetry in ruthenium-catalysed olefin metathesis

  摘要：

  一种新的低成本环烷基U2-NHC Ru络合物库在烯烃重排反应中的结构特征、化学稳定性和催化特性被揭示。

  DOI：

  10.1039/c4dt00142g
• 作为产物：
  描述：

  4-isopropoxy-3-vinylaniline 、 三氟乙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以69%的产率得到2,2,2-trifluoro-N-(4-isopropoxy-3-vinylphenyl)acetamide
  参考文献：
  名称：

  Aminocarbonyl Group Containing Hoveyda−Grubbs-Type Complexes: Synthesis and Activity in Olefin Metathesis Transformations

  摘要：

  Three novel "boomerang" precatalysts bearing different aminocarbonyl functions are reported. Comparative kinetic studies show that this functional group allows for a control of the catalytic activity in metathesis transformations. The scope of the more active catalyst is investigated and shows a good tolerance to various substrates in ring-closing metathesis, enyne metathesis, and cross metathesis. ICP-MS analyses illustrate the good affinity of this catalyst for silica gel, as levels of Ru contamination lower than 6 ppm are detected in the final products.

  DOI：

  10.1021/jo800203d

文献信息

• Model Studies for a Ring-Closing Metathesis Approach to the Bafilomycin Macrolactone Core from a 2,2-Dimethoxy Tetraenic Ester Precursor
  作者：Alice Chevalley、Joëlle Prunet、Marc Mauduit、Jean-Pierre Férézou

  DOI：10.1002/ejoc.201300559

  日期：2013.12

  A ring-closing metathesis strategy is reported for the construction of the 16-membered macrolactone core of the bafilomycins. One decisive key feature is the presence of a 2,2-dimethoxyketal functionality at C-2 that provides the required flexibility to the tetraenic ester precursor, allowing the ring-closing metathesis reaction to take place. Three different model esters of increasing complexity were

  报道了一种用于构建巴弗洛霉素 16 元大环内酯核心的闭环复分解策略。一个决定性的关键特征是在 C-2 处存在 2,2-二甲氧基缩酮官能团，它为四烯酯前体提供所需的灵活性，允许发生闭环复分解反应。三种不同的复杂性不断增加的模型酯成功地进行了 1,3-二烯-烯闭环复分解反应。最简单酯的最佳促进剂是 Grubbs 第一代预催化剂。Mauduit 团队开发的一种 Hoveyda-Grubbs 型三氟甲基酰胺基预催化剂对最复杂的酯类产生了令人满意的结果。在所有实验中，12-Z-构型异构体均作为主要产物获得。随后使用樟脑磺酸 (CSA) 作为催化剂在最简单的模型化合物上实现了微波促进甲醇消除。在这些条件下，C-4 处双键的 E 到 Z 异构化以及大约。观察到 50% 的 12-Z 双键异构化为相应的 12-E 异构体。
• [EN] RUTHENIUM COMPLEXES USEFUL FOR CATALYZING METATHESIS REACTIONS<br/>[FR] COMPLEXES DE RUTHÉNIUM UTILES POUR CATALYSER DES RÉACTIONS DE MÉTATHÈSE
  申请人：XIMO AG

  公开号：WO2018087230A1

  公开（公告）日：2018-05-17

  Compound of formula (4) or formula (5), wherein L is a neutral ligand, preferably a nitrogen-containing heterocyclic carbene (NHC) such as carbene containing at least two nitrogen atoms, a cyclic aminoalkyl carbene (CAAC) or a bicyclic aminoalkyl carbene (BICAAC); R1, R3, R4, R5, R6, R7, R8, R9, R10 and R11 are, independently, H, unbranched or branched C1-20 alkyl, C5-9 cycloalkyl, unbranched or branched C1-20 alkoxy, optionally bearing one or more halogen atoms, respectively; or aryl, optionally substituted with one or more of unbranched or branched C1-20 alkyl, C5-9 cycloalkyl, unbranched or branched C1-20 alkoxy, aryl, aryloxy, unbranched or branched C1-20 alkylcarbonyl, arylcarbonyl, unbranched or branched C1-20 alkoxycarbonyl, aryloxycarbonyl, heteroaryl, carboxyl, cyano, nitro, amido, aminosulfonyl, N-heteroarylsulfonyl, unbranched or branched C1-20 alkylsulfonyl, arylsulfonyl, unbranched or branched C1-20 alkylsulfinyl, arylsulfinyl, unbranched or branched C1-20 alkylthio, arylthio, sulfonamide, halogen or N(Ry)(Rz), wherein Ry and Rz are independently selected from H and C1-20 alkyl: R2 is H, unbranched or branched C1-20 alkyl.

  化合物的公式（4）或公式（5），其中L是一种中性配体，最好是含氮杂环卡宾（NHC），例如含有至少两个氮原子的卡宾，环状氨基烷基卡宾（CAAC）或双环氨基烷基卡宾（BICAAC）；R1、R3、R4、R5、R6、R7、R8、R9、R10和R11分别是H、直链或支链的C1-20烷基、C5-9环烷基、直链或支链的C1-20烷氧基，分别可以带有一个或多个卤素原子；或芳基，可选地取代一个或多个直链或支链的C1-20烷基、C5-9环烷基、直链或支链的C1-20烷氧基、芳基、芳氧基、直链或支链的C1-20烷基羰基、芳基羰基、直链或支链的C1-20烷氧羰基、芳氧羰基、杂芳基、羧基、氰基、硝基、酰胺基、氨基磺酰基、N-杂芳基磺酰基、直链或支链的C1-20烷基磺酰基、芳基磺酰基、直链或支链的C1-20烷基亚磺酰基、芳基亚磺酰基、直链或支链的C1-20烷基硫基、芳基硫基、磺酰胺基、卤素或N（Ry）（Rz），其中Ry和Rz分别独立选择自H和C1-20烷基；R2是H、直链或支链的C1-20烷基。
• RUTHENIUM-BASED CATALYTIC COMPLEXES AND THE USE OF SUCH COMPLEXES FOR OLEFIN METATHESIS
  申请人：Mauduit Marc

  公开号：US20100087644A1

  公开（公告）日：2010-04-08

  The invention relates to all compounds of the formula (I) or (II) in which: L is a neutral ligand; X, X′ are anionic ligands; R 1 and R 2 are, separately, a hydrogen, a C 1 -C 6 alkyl, a C 1 -C 6 perhalogenoalkyl, a aldehyde, a ketone, an ester, a nitrile, an aryl, a pyridinium alkyl, an optionally substituted C 5 or C 6 pyridinium alkyl, perhalogenoalkyl or cyclohexyl, a C n h2 N Y radical 10 with n between 1 and 6 and y an i8onic marker, or a radical having the formula: wherein R 1 can be a radical of formula (Ibis) when the compound has formula (I) or of formula (IIbis) when the compound has formula (II), R 3 is a C 1 -C 6 alkyl, or a C 5 or C 6 cycloalkyl or a C 5 or C 6 aryl; R 0 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , are, separately, a hydrogen, C 1 -C 6 alkyl, a C 1 -C 6 perhalogenoalkyl, or a C 5 or C 6 aryl; wherein R 9 , R 10 , R 11 can be a heterocycle; X 1 is anion. R 1 and R 2 can form, with the N and the C to which they are attached, a heterocycle.

  本发明涉及公式（I）或（II）中的所有化合物，其中：L为中性配体；X，X'为阴离子配体；R1和R2分别为氢，C1-C6烷基，C1-C6全氟烷基，醛，酮，酯，腈，芳基，吡啶基烷基，可选取代的C5或C6吡啶基烷基，全氟烷基或环己基，Cnh2NY基团10，其中n在1至6之间，y为离子标记，或具有以下公式的基团：其中当化合物具有公式（I）时，R1可以是公式（Ibis）的基团，当化合物具有公式（II）时，R1可以是公式（IIbis）的基团，R3为C1-C6烷基，或C5或C6环烷基或C5或C6芳基；R0，R4，R5，R6，R7，R8，R9，R10，R11分别为氢，C1-C6烷基，C1-C6全氟烷基或C5或C6芳基；其中R9，R10，R11可以是杂环；X1为阴离子。R1和R2可以与它们连接的N和C形成杂环。
• Ruthenium Complexes Comprising an Asymmetrical Unsaturated N-Heterocyclic Diaminocarbene
  申请人：ECOLE NATIONALE SUPERIEURE DE CHIMIE DE RENNES

  公开号：US20150315223A1

  公开（公告）日：2015-11-05

  The invention relates to a ruthenium alkylidene complex comprising a 1-aryl-3-cycloalkyl-imidazolin-2-ylidene ligand, the cycloalkyl group of said 1-aryl-3-cycloalkyl-imidazolin-2-ylidene ligand being a cyclic secondary aliphatic alkyl.

  本发明涉及一种含有1-芳基-3-环烷基-咪唑啉-2-基膦配体的钌烯烃配合物，其中所述1-芳基-3-环烷基-咪唑啉-2-基膦配体的环烷基为环状二级脂肪基。
• METHOD FOR PRODUCING FLUORINE-CONTAINING OLEFIN
  申请人：Asahi Glass Company, Limited

  公开号：US20160176791A1

  公开（公告）日：2016-06-23

  A method for producing at least one compound selected from the group consisting of a compound represented by the following formula (10), a compound represented by the following formula (11), a compound represented by the following formula (12), and a compound represented by the following formula (13), which the method containing reacting a compound represented by the following formula (2) with a compound represented by the following formula (7), in the presence of at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (3), a compound represented by the following formula (4), a compound represented by the following formula (8), and a compound represented by the following formula (9).

  一种生产以下式子所表示的化合物中至少一种的方法（其中，式子（10）表示的化合物，式子（11）表示的化合物，式子（12）表示的化合物和式子（13）表示的化合物），该方法包含在以下式子（2）所表示的化合物和以下式子（7）所表示的化合物在以下式子（1）所表示的化合物、以下式子（3）所表示的化合物、以下式子（4）所表示的化合物、以下式子（8）所表示的化合物和以下式子（9）所表示的化合物中至少选择一种存在的情况下反应。