1-(4-fluorophenyl)-2-(naphthalen-1-yl)ethane-1,2-dione | 1380401-23-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-fluorophenyl)-2-(naphthalen-1-yl)ethane-1,2-dione
• CAS: 1380401-23-9
• 化学式: C₁₈H₁₁FO₂
• 分子量: 278.283
• InChiKey: DLAXQYATVYCIAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-[2-(4-fluorophenyl)ethynyl]naphthalene 在 palladium diacetate 、 二甲基亚砜 、 copper(ll) bromide 作用下， 反应 20.0h， 以71%的产率得到1-(4-fluorophenyl)-2-(naphthalen-1-yl)ethane-1,2-dione
  参考文献：
  名称：

  Pd/Cu-catalyzed oxidation of alkynes into 1,2-diketones using DMSO as the oxidant

  摘要：

  A facile and practical method for the palladium/copper-catalyzed transformation of internal alkynes into 1,2-diketones has been described, affording the desired products in moderate to excellent yields. The mechanistic studies were also preliminarily pursued using diphenyl sulfoxide as the oxidant, and the diphenyl sulfide was isolated as the reduced product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.069

文献信息

• Cobalt(<scp>ii</scp>) catalyzed C(sp)–H bond functionalization of alkynes with phenyl hydrazines: facile access to diaryl 1,2-diketones
  作者：Jaideep B. Bharate、Sheenu Abbat、Rohit Sharma、Prasad V. Bharatam、Ram A. Vishwakarma、Sandip B. Bharate

  DOI：10.1039/c5ob00419e

  日期：——

  A cobalt acetylacetonate catalyzed oxidative diketonation of alkynes via C(sp)–H bond functionalization has been described. The reaction involves a free-radical mechanism, wherein the phenyl radical formed from phenyl hydrazine couples with Co(II) activated alkyne to produce 1,2-diketones. The reaction proceeds at room temperature in DMF with the use of Ag2O/air as the oxidizing system. The utility

  已经描述了乙酰丙酮钴通过C（sp）–H键官能化催化炔烃的氧化二酮化反应。该反应涉及自由基机理，其中由苯基肼形成的苯基与Co（II）活化的炔烃偶合以产生1，2-二酮。反应在室温下在DMF中使用Ag 2 O /空气作为氧化体系进行。已证明该方案可用于合成一系列咪唑类化合物，其中包括有效的血小板凝集抑制剂曲非那格雷。