1-methoxynonan-3-yl sulfamate | 1151967-53-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: 1-methoxynonan-3-yl sulfamate
• CAS: 1151967-53-1
• 化学式: C₁₀H₂₃NO₄S
• 分子量: 253.363
• InChiKey: PDONMSUACILEEE-UHFFFAOYSA-N

物化性质

• 沸点：
  359.7±44.0 °C(predicted)
• 密度：
  1.094±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  1-methoxynonan-3-yl sulfamate 在 [Rh2(O2CCPh3)4] 、 碘苯二乙酸 、 magnesium oxide 作用下， 以 二氯甲烷 为溶剂， 生成 、
  参考文献：
  名称：

  A mechanistic analysis of the Rh-catalyzed intramolecular C–H amination reaction

  摘要：

  A detailed mechanistic investigation of the intramolecular dirhodium tetracarboxylate-catalyzed sulfamate ester C-H amination reaction is presented. These studies provide support for the formation of a sulfamate-derived iminoiodinane, which reacts rapidly with the rhodium catalyst to generate a nitrenoid-type oxidant. Reactivity patterns, Hammett analysis, kinetic isotope measurement, and a cyclopropane clock experiment are indicative of a concerted, asynchronous transition structure in the product-determining C-H insertion event. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.11.073
• 作为产物：
  描述：

  1-Methoxynonan-3-ol 在 甲酸 、 氯磺酰异氰酸酯 作用下， 以 2,4-滴二甲胺盐 、 乙腈 为溶剂， 以70%的产率得到1-methoxynonan-3-yl sulfamate
  参考文献：
  名称：

  A mechanistic analysis of the Rh-catalyzed intramolecular C–H amination reaction

  摘要：

  A detailed mechanistic investigation of the intramolecular dirhodium tetracarboxylate-catalyzed sulfamate ester C-H amination reaction is presented. These studies provide support for the formation of a sulfamate-derived iminoiodinane, which reacts rapidly with the rhodium catalyst to generate a nitrenoid-type oxidant. Reactivity patterns, Hammett analysis, kinetic isotope measurement, and a cyclopropane clock experiment are indicative of a concerted, asynchronous transition structure in the product-determining C-H insertion event. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.11.073