(8-fluoronaphtho[2,1-b]furan-4-yl)(phenyl)methanone | 1609938-20-6

• 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: (8-fluoronaphtho[2,1-b]furan-4-yl)(phenyl)methanone
• 英文别名: (8-Fluorobenzo[e][1]benzofuran-4-yl)-phenylmethanone；(8-fluorobenzo[e][1]benzofuran-4-yl)-phenylmethanone
• CAS: 1609938-20-6
• 化学式: C₁₉H₁₁FO₂
• 分子量: 290.294
• InChiKey: QPTDVXZPCQQSPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  呋喃 、 2-bromo-3-(4-fluorophenyl)-1-phenylprop-2-en-1-one 在 [Ir(III){2-(2,4-difluorophenyl)-5-trifluoromethylpyridine}₂(4,4'-di-tert-butyl-2,2'-dipyridyl)]PF₆ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以82%的产率得到(8-fluoronaphtho[2,1-b]furan-4-yl)(phenyl)methanone
  参考文献：
  名称：

  可见光光氧化还原催化杂芳烃与α-溴环烷或α-溴肉桂酸酯的级联环化反应

  摘要：

  AbstractVinyl radicals were generated from α‐bromochalcones or α‐bromocinnamate ethyl ester under visible light photoredox catalyzed conditions via an oxidative quenching cycle of the iridium complex [Ir{dF(CF3)ppy}2(dtbbpy)]PF6 and subjected to cascade cyclizations with heteroarenes entailing two consecutive CC bond formations and three CH activations. The process is amenable to furans, benzofurans, pyrroles, and indoles, giving rise to a broad variety of novel polycyclic frameworks in high yields under mild and environmentally benign reaction conditions.magnified image

  DOI：

  10.1002/adsc.201301069

文献信息

• Visible Light Photoredox Catalyzed Cascade Cyclizations of α-Bromochalcones or α-Bromocinnamates with Heteroarenes
  作者：Suva Paria、Oliver Reiser

  DOI：10.1002/adsc.201301069

  日期：2014.2.10

  AbstractVinyl radicals were generated from α‐bromochalcones or α‐bromocinnamate ethyl ester under visible light photoredox catalyzed conditions via an oxidative quenching cycle of the iridium complex [IrdF(CF3)ppy}2(dtbbpy)]PF6 and subjected to cascade cyclizations with heteroarenes entailing two consecutive CC bond formations and three CH activations. The process is amenable to furans, benzofurans, pyrroles, and indoles, giving rise to a broad variety of novel polycyclic frameworks in high yields under mild and environmentally benign reaction conditions.magnified image