N,N-Diphenyl- | 340-97-6

• 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: N,N-Diphenyl-
• 英文别名: Difluoracetyl-diphenyl-amin；2,2-difluoro-N,N-diphenylacetamide
• CAS: 340-97-6
• 化学式: C₁₄H₁₁F₂NO
• 分子量: 247.244
• InChiKey: QBBKSKUNZKIVHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-Diphenyl- 在 氢氧化钾 、 dimethyl sulfide borane 、 四氯化钛 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 trans-1,4-Diphenyl-2-(difluoromethyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Electrolytic Reactions of Fluoroorganic Compounds. 14. Regioselective Anodic Methoxylation of N-(Fluoroethyl)amines. Preparation of Highly Useful Fluoroalkylated Building Blocks

  摘要：

  Anodic methoxylation of various types of N-(fluoroethyl)amines, ArRNCH(2)R(f) (R(f) = CF3, CHF2, CH2F, etc.) has been systematically studied and it was found that a methoxy group was exclusively or preferentially introduced into the position a to the fluoromethyl (R(f)) group, depending on the R(f) and R groups. The effect of the R(f) group on the promotion of the anodic alpha-methoxylation decreased in the order CF3, CHF2, and CH2F. This remarkable promotion effect and unique regioselectivity can be explained mainly in terms of the alpha-CH kinetic acidities of the cation radicals formed by one-electron oxidation of the amines. The alpha-methoxylated products are highly useful precursors for the construction of carbon-carbon bonds alpha to the trifluoromethyl and difluoromethyl groups, which is difficult by other methods.

  DOI：

  10.1021/jo00082a018
• 作为产物：
  描述：

  Diphenyl-<1,2,2-trifluor-vinyl>-anilin 在 硫酸 作用下， 生成 N,N-Diphenyl-
  参考文献：
  名称：

  Yakubovich,A.Ya. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 1332 - 1339

  摘要：

  DOI：

文献信息

• A Difluoromethylation Reagent: Access to Difluoromethyl Arenes through Palladium Catalysis
  作者：Xia Chen、Yining Liu、Sheng Zhang、Yang Li、Xiao-Yu Zhou、Xiaoqiang Yu、Xiujuan Feng、Yoshinori Yamamoto、Ming Bao

  DOI：10.1021/acs.orglett.4c02161

  日期：2024.7.19

  A new radical difluoromethylation was developed by using inexpensive and readily available difluoroacetic anhydride and N-phenyl-4-methylbenzenesulfonamide for the first time. The reaction of arylboronic acids with the new difluoromethylation reagent, N-phenyl-N-tosyldifluoroacetamide, proceeded smoothly in the presence of palladium catalyst to provide difluoromethylarenes in satisfactory to excellent

  首次利用廉价易得的二氟乙酸酐和N-苯基-4-甲基苯磺酰胺开发了一种新的自由基二氟甲基化反应。芳基硼酸与新型二氟甲基化试剂N-苯基-N-甲苯磺酰基二氟乙酰胺的反应在钯催化剂存在下顺利进行，以令人满意的优异收率提供二氟甲基芳烃。连接至芳环的取代基的电子性质（给电子或吸电子）对芳基硼酸的反应性没有显着影响。各种基团，包括合成上有用的官能团Cl、CN和NO 2 ，​​在当前反应条件下具有良好的耐受性。
• Nucleophilic Reactions of Fluoroölefins
  作者：D. C. England、L. R. Melby、M. A. Dietrich、R. V. Lindsey

  DOI：10.1021/ja01504a026

  日期：1960.10