tert-butyl [2-oxo-3,4-dihydroquinolin-1(2H)-yl]carbonate | 1493774-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: tert-butyl [2-oxo-3,4-dihydroquinolin-1(2H)-yl]carbonate
• 英文别名: Tert-butyl (2-oxo-3,4-dihydroquinolin-1-yl) carbonate；tert-butyl (2-oxo-3,4-dihydroquinolin-1-yl) carbonate
• CAS: 1493774-09-6
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: NOFJSTPKRVZPEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl [2-oxo-3,4-dihydroquinolin-1(2H)-yl]carbonate 在 铁粉 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以86%的产率得到3,4-二氢-2(1H)-喹啉酮
  参考文献：
  名称：

  Reductive Cyclizations of Nitroarenes to Hydroxamic Acids by Visible Light Photoredox Catalysis

  摘要：

  We have developed a photocatalytic reduction of nitroarenes as an efficient, chemoselective route to biologically important N-phenyl hydroxamic acid scaffolds. Optimal conditions call for 2.5 mol% of a ruthenium photocatalyst, visible light irradiation, and a dihydropyridine terminal reductant. Because of the mild nature of the visible light activation, functional groups that might be sensitive to other non-photochemical reduction methods are easily tolerated.

  DOI：

  10.1055/s-0033-1338419
• 作为产物：
  描述：

  3-(2-硝基苯基)丙酸甲酯 在 3,5-二乙酰基-1,4-二氢-2,6-二甲基吡啶 、 [bis(2,2′‐bipyridine)ruthenium(II)](chloride)₂ hexahydrate 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 tert-butyl [2-oxo-3,4-dihydroquinolin-1(2H)-yl]carbonate
  参考文献：
  名称：

  Reductive Cyclizations of Nitroarenes to Hydroxamic Acids by Visible Light Photoredox Catalysis

  摘要：

  We have developed a photocatalytic reduction of nitroarenes as an efficient, chemoselective route to biologically important N-phenyl hydroxamic acid scaffolds. Optimal conditions call for 2.5 mol% of a ruthenium photocatalyst, visible light irradiation, and a dihydropyridine terminal reductant. Because of the mild nature of the visible light activation, functional groups that might be sensitive to other non-photochemical reduction methods are easily tolerated.

  DOI：

  10.1055/s-0033-1338419

文献信息

• Reductive Cyclizations of Nitroarenes to Hydroxamic Acids by Visible Light Photoredox Catalysis
  作者：Tehshik Yoon、Megan Cismesia、Michael Ischay

  DOI：10.1055/s-0033-1338419

  日期：——

  We have developed a photocatalytic reduction of nitroarenes as an efficient, chemoselective route to biologically important N-phenyl hydroxamic acid scaffolds. Optimal conditions call for 2.5 mol% of a ruthenium photocatalyst, visible light irradiation, and a dihydropyridine terminal reductant. Because of the mild nature of the visible light activation, functional groups that might be sensitive to other non-photochemical reduction methods are easily tolerated.