1-chloro-4-benzenesulfonyl-cyclohepta-1,3,5-triene | 318249-34-2

• 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: 1-chloro-4-benzenesulfonyl-cyclohepta-1,3,5-triene
• 英文别名: 4-(Benzenesulfonyl)-1-chlorocyclohepta-1,3,5-triene；4-(benzenesulfonyl)-1-chlorocyclohepta-1,3,5-triene
• CAS: 318249-34-2
• 化学式: C₁₃H₁₁ClO₂S
• 分子量: 266.748
• InChiKey: HEHWTLUQUNIMBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-4-benzenesulfonyl-cyclohepta-1,3,5-triene 在 四氧化锇 、 Hydroquinone 1,4-phthalazinediyl diether 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 叔丁醇 为溶剂， 反应 120.0h， 生成 1-chloro-4-benzenesulfonyl-5,6-dihydroxy-cyclohepta-1,3-diene 、 1-chloro-4-benzenesulfonyl-5,6-dihydroxy-cyclohepta-1,3-diene
  参考文献：
  名称：

  Synthesis and oxidation reactions of cycloheptatrienyl sulfones

  摘要：

  Inexpensive cycloheptatriene is regiospecifically converted to all three phenylsulfonyl substituted cycloheptatrienes. Epoxidation of these materials with achiral reagents is shown to be relatively regiospecific. Reasonable levels of enantiomeric excess (similar to 63,78%) are achieved by Sharpless asymmetric dihydroxylation of a pair of 3-substituted trienes. Crystallization of these sulfones provides the diols in enantiomeric excesses greater than 90%. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01386-1
• 作为产物：
  描述：

  3-chlorocyclohept-2-en-1-one 在 二异丁基氢化铝 、 甲基磺酰氯 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 1-chloro-4-benzenesulfonyl-cyclohepta-1,3,5-triene
  参考文献：
  名称：

  Synthesis and oxidation reactions of cycloheptatrienyl sulfones

  摘要：

  Inexpensive cycloheptatriene is regiospecifically converted to all three phenylsulfonyl substituted cycloheptatrienes. Epoxidation of these materials with achiral reagents is shown to be relatively regiospecific. Reasonable levels of enantiomeric excess (similar to 63,78%) are achieved by Sharpless asymmetric dihydroxylation of a pair of 3-substituted trienes. Crystallization of these sulfones provides the diols in enantiomeric excesses greater than 90%. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01386-1

文献信息

• Synthesis and oxidation reactions of cycloheptatrienyl sulfones
  作者：Zhiwei Tong、Yuzhong Chen、Martin F Hentemann、Philip L Fuchs

  DOI：10.1016/s0040-4039(00)01386-1

  日期：2000.10

  Inexpensive cycloheptatriene is regiospecifically converted to all three phenylsulfonyl substituted cycloheptatrienes. Epoxidation of these materials with achiral reagents is shown to be relatively regiospecific. Reasonable levels of enantiomeric excess (similar to 63,78%) are achieved by Sharpless asymmetric dihydroxylation of a pair of 3-substituted trienes. Crystallization of these sulfones provides the diols in enantiomeric excesses greater than 90%. (C) 2000 Published by Elsevier Science Ltd.