6-(4-fluorophenyl)-9-nitrobenzo[b]pyrido[3,2-f][1,4]thiazepin-5(6H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 6-(4-fluorophenyl)-9-nitrobenzo[b]pyrido[3,2-f][1,4]thiazepin-5(6H)-one
• 英文别名: 6-(4-Fluorophenyl)-9-nitropyrido[2,3-b][1,5]benzothiazepin-5-one；6-(4-fluorophenyl)-9-nitropyrido[2,3-b][1,5]benzothiazepin-5-one
• 化学式: C₁₈H₁₀FN₃O₃S
• 分子量: 367.36
• InChiKey: KVEOWNRRGHFGQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二氯硝基苯 、 N-(4-fluorophenyl)-2-sulfanylidene-1H-pyridine-3-carboxamide 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以75%的产率得到6-(4-fluorophenyl)-9-nitrobenzo[b]pyrido[3,2-f][1,4]thiazepin-5(6H)-one
  参考文献：
  名称：

  Transition Metal-Free One-Pot Synthesis of Fused 1,4-Thiazepin-5(4H)-ones and Theoretical Study of the S–N Type Smiles Rearrangement Process

  摘要：

  A series of 1,4-thiazepin-5(4H)-one derivatives were synthesized via a transition metal-free one-pot Smiles rearrangement process at room temperature. Regioselective seven-membered heterocycles were constructed in good to excellent yields. To gain an in-depth understanding of the S-N type Smiles rearrangement mechanism, a theoretical study was also performed by quantum chemistry calculations.

  DOI：

  10.1021/jo5011729

文献信息

• Transition Metal-Free One-Pot Synthesis of Fused 1,4-Thiazepin-5(4<i>H</i>)-ones and Theoretical Study of the S–N Type Smiles Rearrangement Process
  作者：Bingchuan Yang、Xiaochen Tan、Ruiying Guo、Shunwei Chen、Zeyuan Zhang、Xianglong Chu、Caixia Xie、Dongju Zhang、Chen Ma

  DOI：10.1021/jo5011729

  日期：2014.9.5

  A series of 1,4-thiazepin-5(4H)-one derivatives were synthesized via a transition metal-free one-pot Smiles rearrangement process at room temperature. Regioselective seven-membered heterocycles were constructed in good to excellent yields. To gain an in-depth understanding of the S-N type Smiles rearrangement mechanism, a theoretical study was also performed by quantum chemistry calculations.