3',5'-di(trifluoromethyl)-2,2,2-trifluoroacetophenone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3',5'-di(trifluoromethyl)-2,2,2-trifluoroacetophenone
• 英文别名: 1-(3,5-bis(trifluoromethyl)phenyl)-2,2,2-trifluoroethanone；3',5'-bis(trifluoromethyl)-2,2,2-trifluoroacetophenone；1-[3,5-bis(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone
• 化学式: C₁₀H₃F₉O
• 分子量: 310.119
• InChiKey: AMSJGWJKJSLIEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  对苯二酚 、 3',5'-di(trifluoromethyl)-2,2,2-trifluoroacetophenone 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.17h， 以89%的产率得到9-[3,5-Bis(trifluoromethyl)phenyl]-9-(trifluoromethyl)xanthene-2,7-diol
  参考文献：
  名称：

  通过简单的一锅反应合成和表征氟化双酚和四酚

  摘要：

  摘要 通过三氟甲磺酸催化三氟甲基活化酮与简单双酚（包括邻苯二酚、间苯二酚和对苯二酚）的缩合反应制备了氟化双酚和四酚，收率良好。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要

  DOI：

  10.1080/00397911.2012.705214

文献信息

• [EN] PROCESS FOR PREPARING SUBSTITUTED ISOXAZOLINE COMPOUNDS AND THEIR PRECURSORS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS ISOXAZOLINE SUBSTITUÉS ET DE LEURS PRÉCURSEURS
  申请人：BASF SE

  公开号：WO2010125130A1

  公开（公告）日：2010-11-04

  Process for preparing substituted isoxazoline compounds and their precursors The present invention relates to a new method of preparing halogenated styrene compounds of Formula (VIII), which are precursors in the process of synthesis of substituted isoxazoline compounds of Formula (I), wherein R1 to R5, R8 and R9 are described as in the description. The present invention relates further to the synthesis of compounds of formula (I) starting from acetophenones. The desired styrenes of formula are prepared from the appropriate substituted acetophenone. Asides bromo anilines react with formoxime. Obtained oximes undergo a cycloaddition with the styrenes and give isoxazolines. Compounds of formula (I) can then be prepared in a palladium catalyzed carbonylative ami- nation reaction of the isoxazolines.

  制备取代异恶唑啉化合物及其前体的工艺 本发明涉及一种制备公式(VIII)中卤代苯乙烯化合物的新方法，该卤代苯乙烯化合物是合成公式(I)中取代异恶唑啉化合物的前体，其中R1至R5、R8和R9如说明中所述。本发明进一步涉及从 acetophenones 开始合成公式(I)化合物的过程。所需的公式苯乙烯由相应的取代 acetophenone 制备。除此之外，溴苯胺与甲氧基胺反应。获得的肟与苯乙烯进行环加成并给出异恶唑啉。然后，可以在钯催化的羰基化胺化反应中制备公式(I)的化合物。
• Tertiary amino thiourea-catalyzed asymmetric cross aldol reaction of aryl methyl ketones with aryl trifluoromethyl ketones
  作者：Léopold Mpaka Lutete、Takashi Miyamoto、Tetsuya Ikemoto

  DOI：10.1016/j.tetlet.2016.02.001

  日期：2016.3

  An enantioselective aldol reaction of aryl methyl ketones with aryl trifluoromethyl ketones catalyzed by tertiary amino thiourea has been established. Under mild conditions, the corresponding β-trifluoromethyl-β-hydroxy ketone products were obtained with up to 89% ee.

  已经建立了由叔氨基硫脲催化的芳基甲基酮与芳基三氟甲基酮的对映选择性醇醛缩合反应。在温和的条件下，获得相应的β-三氟甲基-β-羟基酮产物，其ee最高可达89％。
• A perfect double role of CF3 groups in activating substrates and stabilizing adducts: the chiral Brønsted acid-catalyzed direct arylation of trifluoromethyl ketones
  作者：Jing Nie、Guang-Wu Zhang、Lian Wang、Aiping Fu、Yan Zheng、Jun-An Ma

  DOI：10.1039/b900474b

  日期：——

  A direct and efficient Brønsted acid-promoted arylation of tri- and difluoromethyl ketones, as well perfluoroalkyl ketones, has been developed; good to excellent enantioselectivities (up to 99% ee) were achieved.

  已开发出一种直接高效的布朗斯特酸促进的三氟甲基和二氟甲基酮的芳基化反应，以及全氟烷基酮的芳基化反应；获得了良好到优异的对映选择性（最高可达99% ee）。
• [EN] PROCESS FOR THE PREPARATION OF PYRROLINES FROM GAMMA-NITROKETONES. USE OF THE GAMMA-NITROKETONES AS PESTICIDAL AGENTS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE PYRROLINES À PARTIR DE GAMMA-NITROCÉTONES, UTILISATION DES GAMMA-NITROCÉTONES EN TANT QU'AGENTS PESTICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2011128299A1

  公开（公告）日：2011-10-20

  The invention is directed to method for the preparation of pyrrolines of the general formula (I) by catalytic hydration of a nitroketone of the general formula (II) employing a transition metal catalyst and gaseous hydrogen at an elevated pressure in a solvent, optionally in the presence of at least one additive selected among Lewis acids, Brønstedt acids, organic sulfur-containing compounds, organic or inorganic bases, and water scavengers, wherein in formulae (I) and (II) B1, B2, B3, B4, X, R, and T are as defined in the specification, and to a nitroketone of formula (II) to be used as intermediate in the process according to the invention and as pesticidal agent.

  该发明涉及一种通过在溶剂中使用过渡金属催化剂和气态氢在高压下对通式（II）的硝基酮进行催化水合制备通式（I）的吡咯烯的方法，可选地，在Lewis酸、Brønstedt酸、有机含硫化合物、有机或无机碱和水清除剂中选择至少一种添加剂的存在下进行，其中在通式（I）和（II）中，B1、B2、B3、B4、X、R和T如规范中定义，并且涉及用作本发明过程中间体和杀虫剂剂的通式（II）的硝基酮。
• Convenient and efficient decarboxylative aldol reaction of malonic acid half esters with trifluoromethyl ketones
  作者：Xiao-Juan Li、Heng-Ying Xiong、Ming-Qing Hua、Jing Nie、Yan Zheng、Jun-An Ma

  DOI：10.1016/j.tetlet.2012.02.053

  日期：2012.4

  A convenient and efficient decarboxylative ketone aldol condensation of malonic acid half esters was reported. In the presence of catalytic amount of triethylamine, a series of aromatic and alkyl trifluoromethyl ketones were transformed into the desired adducts in 61–99% yields. In a preliminary experiment, a moderate stereoselectivity was obtained. Direct reduction of the aldol product with LiAlH4

  报道了丙二酸半酯的方便和有效的脱羧酮醛醇醛缩合。在催化量的三乙胺存在下，一系列芳族和烷基三氟甲基酮以61-99％的产率转化为所需的加合物。在初步实验中，获得了适度的立体选择性。用LiAlH 4直接还原醛醇产物得到三氟甲基化的1，3-二醇。