2-苯基-2-三氟甲基环己酮 | 157364-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯基-2-三氟甲基环己酮
• 英文名称: 2-phenyl-2-trifluoromethyl-cyclohexanone
• 英文别名: 1-Trifluormethyl-1-phenyl-cyclohexanon-(2)；2-Phenyl-2-trifluoromethylcyclohexanone；2-phenyl-2-(trifluoromethyl)cyclohexan-1-one
• CAS: 157364-44-8
• 化学式: C₁₃H₁₃F₃O
• 分子量: 242.241
• InChiKey: RIGJEEBBTHFHNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三氟碘甲烷 、 三甲基-(2-苯基-环己-1-烯基氧基)-硅烷 在 正丁基锂 、 titanium(IV) isopropylate 、 二异丙胺 、 三乙基硼 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以43%的产率得到2-苯基-2-三氟甲基环己酮
  参考文献：
  名称：

  钛酸酯烯酸酯的自由基三氟甲基化。

  摘要：

  酮钛酸酯烯酸酯的自由基三氟甲基化以良好的产率得到了α-CF3酮。在制备钛酸酯烯醇化物中使用过量的LDA和Ti（OiPr）4是有效的自由基三氟甲基化的关键。[反应：看文字]

  DOI：

  10.1021/ol047565a

文献信息

• Radical trifluoromethylation of Ti ate enolate: possible intervention of transformation of Ti(IV) to Ti(III) for radical termination
  作者：Yoshimitsu Itoh、Koichi Mikami

  DOI：10.1016/j.jfluchem.2006.03.011

  日期：2006.5

  The radical trifluoromethylation of ketone Ti ate enolates gave α-CF3 ketones in good yields. The use of excess amount of LDA and Ti(OiPr)4 in the preparation of Ti ate enolates is the key to the efficient radical trifluoromethylation. Theoretical studies on the spin density of the Ti(IV) ate ketyl radical intermediate suggest the involvement of transformation from Ti(IV) ate ketyl radical intermediates

  酮的Ti的自由基三氟甲基化烯醇化物吃了α-CF 3吨酮以良好的收率。在钛酸酯烯酸酯的制备中使用过量的LDA和Ti（O i Pr）4是有效的自由基三氟甲基化的关键。Ti（IV）酯酮基自由基中间体的自旋密度的理论研究表明，在自由基终止步骤中涉及从Ti（IV）酯酮基自由基中间体向Ti（III）物种的转化。
• Facile Radical Trifluoromethylation of Lithium Enolates
  作者：Yoshimitsu Itoh、Koichi Mikami

  DOI：10.1021/ol0517574

  日期：2005.10.1

  [GRAPHICS]Highly basic lithium enolates are shown to be applicable to radical trifluoromethylation. The reaction is extremely fast, and the minimum reaction time is similar to 1 s.
• Radical trifluoromethylation of ketone Li enolates
  作者：Yoshimitsu Itoh、Koichi Mikami

  DOI：10.1016/j.tet.2006.03.115

  日期：2006.7

  It has generally been believed that highly basic Li enolates cannot be applied as substrates for radical trifluoromethylation due to defluorination of the alpha-CF3 product. However, Li enolates can be in fact employed for radical trifluoromethylation. Moreover, the reaction is extremely fast and the minimum reaction time is only similar to 1 s. (c) 2006 Elsevier Ltd. All rights reserved.
• FLUOROPYRROLIDINES AS DIPEPTIDYL PEPTIDASE INHIBITORS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1399433A2

  公开（公告）日：2004-03-24
• [EN] FLUOROPYRROLIDINES AS DIPEPTIDYL PEPTIDASE INHIBITORS<br/>[FR] FLUOROPYRROLIDINES INHIBITRICES DE LA DIPEPTIDYL PEPTIDASE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003002553A2

  公开（公告）日：2003-01-09

  The present invention relates to novel compounds of following formulae (I)-(VI) their use for inhibiting post prolin/analine-cleaving proteases, such as serine proteases, such as dipeptidyl peptidases, such as dipeptidyl peptidase IV (DPP-IV), and to methods for their production and their therapeutic utility.