| 1612876-07-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1612876-07-9
• 化学式: C₂₅H₂₃NO
• 分子量: 353.464
• InChiKey: IYCLHULGRRCVAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  二苯基二硒醚 、 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以72%的产率得到(Z)-2-(p-tert-butylphenyl)-4-(phenyl(phenylseleno)methylene)-4H-benzo[d][1,3]oxazine
  参考文献：
  名称：

  氯化铁/三有机二硒化物促进邻炔基丙二胺的区域和立体选择性环化：( Z）-4-（硫属元素）亚甲基苯并恶嗪的合成

  摘要：

  AbstractIntramolecular 6‐exo‐dig cyclization of ortho‐alkynylanilides has been employed in a regio‐ and stereoselective synthesis of (Z)‐4‐(chalcogen)methylenebenzoxazines. Several reaction parameters were screened for the efficient cyclization of ortho‐alkynylanilides. Among them, the reaction of ortho‐alkynylanilides (0.25 mmol) with iron(III) chloride (3.0 equiv.) and diorganyl diselenides (0.75 equiv.) in dichloromethane as solvent gave the products in acceptable to good yields. The resulting products were then subjected to a nitrogen–oxygen exchange reaction with ammonium acetate to furnish quinazoline derivatives. The one‐pot version of this cyclization, starting directly from 2‐alkynylanilines, avoiding the previous preparation of ortho‐alkynylanilides was also briefly studied.magnified image

  DOI：

  10.1002/adsc.201300925
• 作为产物：
  描述：

  2-碘苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Chemoselective Oxypalladation of (o‐Alkynylaryl)amide‐Triggered Site‐Selective C−H Annulation for Stereoselective Synthesis of Succinimide‐Fused Polycycles

  摘要：

  We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o‐alkynyl arylamides with maleimide for the stereoselective construction of succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, and downstream transformations. Control and labeling experiments were conducted to get insights into the mechanism.

  DOI：

  10.1002/adsc.202301367