3-Propyl-3a,4,5,6-tetrahydro-3H-1-oxa-2-thia-3-aza-phenalene 2,2-dioxide | 869000-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3-Propyl-3a,4,5,6-tetrahydro-3H-1-oxa-2-thia-3-aza-phenalene 2,2-dioxide
• 英文别名: 4-Propyl-2-oxa-3lambda6-thia-4-azatricyclo[7.3.1.05,13]trideca-1(12),9(13),10-triene 3,3-dioxide；4-propyl-2-oxa-3λ6-thia-4-azatricyclo[7.3.1.05,13]trideca-1(12),9(13),10-triene 3,3-dioxide
• CAS: 869000-60-2
• 化学式: C₁₃H₁₇NO₃S
• 分子量: 267.349
• InChiKey: KSNLFIGYGFGBLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Propyl-3a,4,5,6-tetrahydro-3H-1-oxa-2-thia-3-aza-phenalene 2,2-dioxide 、 甲基溴化镁 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 15.0h， 以75%的产率得到(8-Methyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propyl-amine
  参考文献：
  名称：

  Exploring New Uses for C−H Amination:  Ni-Catalyzed Cross-Coupling of Cyclic Sulfamates

  摘要：

  Benzene-fused cyclic sulfamates are prepared from ortho-substituted phenolic starting materials through selective C-H amination or olefin aziridination. These unique heterocycles will engage in Ni-catalyzed cross-coupling reactions with aryl- and alkyl-Grignard reagents. Application of modern tools for C-N and C-C bond formation thus makes readily available functional amine derivatives and augments the possible uses for C-H amination in synthesis.

  DOI：

  10.1021/ol051896l
• 作为产物：
  描述：

  1,2,3,4-tetrahydronaphthalen-8-yl sulfamate 在 dirhodium tetraacetate 、 碘苯二乙酸 、 magnesium oxide 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-Propyl-3a,4,5,6-tetrahydro-3H-1-oxa-2-thia-3-aza-phenalene 2,2-dioxide
  参考文献：
  名称：

  Exploring New Uses for C−H Amination:  Ni-Catalyzed Cross-Coupling of Cyclic Sulfamates

  摘要：

  Benzene-fused cyclic sulfamates are prepared from ortho-substituted phenolic starting materials through selective C-H amination or olefin aziridination. These unique heterocycles will engage in Ni-catalyzed cross-coupling reactions with aryl- and alkyl-Grignard reagents. Application of modern tools for C-N and C-C bond formation thus makes readily available functional amine derivatives and augments the possible uses for C-H amination in synthesis.

  DOI：

  10.1021/ol051896l

文献信息

• Exploring New Uses for C−H Amination:  Ni-Catalyzed Cross-Coupling of Cyclic Sulfamates
  作者：Paul M. Wehn、J. Du Bois

  DOI：10.1021/ol051896l

  日期：2005.10.1

  Benzene-fused cyclic sulfamates are prepared from ortho-substituted phenolic starting materials through selective C-H amination or olefin aziridination. These unique heterocycles will engage in Ni-catalyzed cross-coupling reactions with aryl- and alkyl-Grignard reagents. Application of modern tools for C-N and C-C bond formation thus makes readily available functional amine derivatives and augments the possible uses for C-H amination in synthesis.