cis-3-(benzoylmethyl)-2-(butylthio)tetrahydropyran

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-3-(benzoylmethyl)-2-(butylthio)tetrahydropyran
• 英文别名: 2-[(2S,3R)-2-butylsulfanyloxan-3-yl]-1-phenylethanone
• 化学式: C₁₇H₂₄O₂S
• 分子量: 292.442
• InChiKey: KGUPFAYMDZQRSQ-WBVHZDCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 二丁基二硫 、 (2-氧代-2-苯基乙基)氯化汞 在 lithium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以43%的产率得到cis-3-(benzoylmethyl)-2-(butylthio)tetrahydropyran
  参考文献：
  名称：

  Three-component radical condensations involving benzoylmethyl radicals, alkenes, and diphenyl disulfide

  摘要：

  Acyl-substituted methyl radicals (RCOCH2.; R = H, Me, Ph), generated by photolysis of RCOCH2-HgCl, add to alkenes, enol ethers, or vinyl sulfides to give adduct radicals that are readily trapped by PhSSPh to yield a three-component condensation product. The presence of an alkali metal carbonate is crucial in preventing side reactions resulting in the conversion of the mercurial to RCOCH3 by PhSH formed in the photolysis.

  DOI：

  10.1021/jo00062a008

文献信息

• Three-component radical condensations involving benzoylmethyl radicals, alkenes, and diphenyl disulfide
  作者：Glen A. Russell、Shekhar V. Kulkarni

  DOI：10.1021/jo00062a008

  日期：1993.5

  Acyl-substituted methyl radicals (RCOCH2.; R = H, Me, Ph), generated by photolysis of RCOCH2-HgCl, add to alkenes, enol ethers, or vinyl sulfides to give adduct radicals that are readily trapped by PhSSPh to yield a three-component condensation product. The presence of an alkali metal carbonate is crucial in preventing side reactions resulting in the conversion of the mercurial to RCOCH3 by PhSH formed in the photolysis.