α-tosyloxytridecanal

• 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: α-tosyloxytridecanal
• 英文别名: 1-Oxotridecan-2-yl 4-methylbenzenesulfonate
• 化学式: C₂₀H₃₂O₄S
• 分子量: 368.538
• InChiKey: YRSWTNFNWJITBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  十三烷醇 、 对甲苯磺酸 在 亚碘酰苯 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以53%的产率得到α-tosyloxytridecanal
  参考文献：
  名称：

  Novel Oxidative α-Tosyloxylation of Alcohols with Iodosylbenzene and p-Toluenesulfonic Acid and Its Synthetic Use for Direct Preparation of Heteroaromatics

  摘要：

  alpha-Tosyloxyketones and alpha-tosyloxyaldehydes were directly prepared from alcohols by treatment with iodosylbenzene and p-toluenesulfonic acid monohydrate in good yields. This method can be used for the direct preparation of thiazoles, imidazoles, and imidazo[1,2-alpha]pyridines from alcohols in good to moderate yields by the successive treatment with iodosylbenzene and p-toluenesulfonic acid monohydrate, followed by thioamides, benzamidine, and 2-aminopyridine, respectively.

  DOI：

  10.1021/jo030045t

文献信息

• Novel Oxidative α-Tosyloxylation of Alcohols with Iodosylbenzene and <i>p</i>-Toluenesulfonic Acid and Its Synthetic Use for Direct Preparation of Heteroaromatics
  作者：Makoto Ueno、Takahiro Nabana、Hideo Togo

  DOI：10.1021/jo030045t

  日期：2003.8.1

  alpha-Tosyloxyketones and alpha-tosyloxyaldehydes were directly prepared from alcohols by treatment with iodosylbenzene and p-toluenesulfonic acid monohydrate in good yields. This method can be used for the direct preparation of thiazoles, imidazoles, and imidazo[1,2-alpha]pyridines from alcohols in good to moderate yields by the successive treatment with iodosylbenzene and p-toluenesulfonic acid monohydrate, followed by thioamides, benzamidine, and 2-aminopyridine, respectively.