2-tosyl-2,3,4,5-tetrahydro-1,1'-biphenyl | 71964-04-0

• 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: 2-tosyl-2,3,4,5-tetrahydro-1,1'-biphenyl
• 英文别名: 1-Methyl-4-(2-phenylcyclohex-2-en-1-yl)sulfonylbenzene
• CAS: 71964-04-0
• 化学式: C₁₉H₂₀O₂S
• 分子量: 312.433
• InChiKey: FRAURXFLRJBGHK-UHFFFAOYSA-N

物化性质

• 沸点：
  497.6±45.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  sodium 4-methylbenzenesulfinate 在 triethylaminium halide 、 碘 、 copper dichloride 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 生成 2-tosyl-2,3,4,5-tetrahydro-1,1'-biphenyl
  参考文献：
  名称：

  Copper-catalyzed additions of sulfonyl iodides to simple and cyclic alkenes

  摘要：

  DOI：

  10.1021/jo01291a006

文献信息

• Visible-light-induced surfactant-promoted sulfonylation of alkenes and alkynes with sulfonyl chloride by the formation of an EDA-complex with NaI in water at room temperature
  作者：Li Lin、Zhonglie Yang、Jianchen Liu、Jingxia Wang、Jiale Zheng、Jun-Long Li、Xiaobin Zhang、Xiang-Wei Liu、Hezhong Jiang、Jiahong Li

  DOI：10.1039/d1gc00956g

  日期：——

  scope, good functional group tolerance, simple operation, scalability and high chemical selectivity. Thus, it not only provided a green and efficient synthetic strategy for the preparation of β-iodo-substituted sulfone derivatives, but also enriched the investigation of visible-light-induced reactions in water.

  已经公开了在室温下使用 EDA 复合策略在水中的烯烃的绿色且有效的可见光诱导的碘磺酰基反应。添加阳离子表面活性剂可以在水中轻松形成有色 EDA 复合物。表面活性剂聚集体中的核作为表面活性剂本身在水中形成的反应介质，其疏水作用对稳定过渡态和降低反应活化能起着重要作用。值得注意的是，这种转变不需要过渡金属催化剂和有机溶剂。此外，它具有广泛的底物范围、良好的官能团耐受性、操作简单、可扩展性和高化学选择性。因此，
• CAN Mediated Reaction of Aryl Sulfinates with Alkenes and Alkynes: Synthesis of Vinyl Sulfones, β-Iodovinyl Sulfones and Acetylenic Sulfones
  作者：Vijay Nair、Anu Augustine、T. D. Suja

  DOI：10.1055/s-2002-34838

  日期：——

  Cerium(IV) ammonium nitrate (CAN) mediated reaction of aryl sulfinates and sodium iodide with alkenes afforded vinyl sulfones in very good yields. Alkynes underwent similar reaction to give β-iodovinyl sulfones, which on treatment with potassium carbonate afforded the corresponding acetylenic sulfones in high yields.

  铈 (IV) 硝酸铵 (CAN) 介导的芳基亚磺酸盐和碘化钠与烯烃的反应以非常好的收率提供了乙烯基砜。炔烃经历了类似的反应得到 β-碘乙烯基砜，其在用碳酸钾处理时以高产率得到相应的炔属砜。
• An Improved Synthesis of Vinyl- and β-Iodovinyl Sulfones by a Molecular Iodine-Mediated One-Pot Iodosulfonation-Dehydroiodination Reaction
  作者：Tassaporn Sawangphon、Praewpan Katrun、Korbua Chaisiwamongkhol、Manat Pohmakotr、Vichai Reutrakul、Thaworn Jaipetch、Darunee Soorukram、Chutima Kuhakarn

  DOI：10.1080/00397911.2012.663448

  日期：2013.6.18

  An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective -iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation.
• LIU LILIAN KAO; CHI Y.; JEN KWAN-JUE, J. ORG. CHEM., 1980, 45, NO 3, 406-410
  作者：LIU LILIAN KAO、 CHI Y.、 JEN KWAN-JUE

  DOI：——

  日期：——
• A General Platform for Visible Light Sulfonylation Reactions Enabled by Catalytic Triarylamine EDA Complexes
  作者：Juan D. Lasso、Durbis J. Castillo-Pazos、Jan Michael Salgado、Cory Ruchlin、Loric Lefebvre、Daliah Farajat、Dmytro F. Perepichka、Chao-Jun Li

  DOI：10.1021/jacs.3c11225

  日期：2024.1.31