4-phenyl 1-phenylsulphonyl but-1-ene | 87837-53-4

• 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: 4-phenyl 1-phenylsulphonyl but-1-ene
• 英文别名: 4-(Benzenesulfonyl)but-3-enylbenzene
• CAS: 87837-53-4；87837-54-5；126002-60-6
• 化学式: C₁₆H₁₆O₂S
• 分子量: 272.368
• InChiKey: QPEOIZLMEPXEQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  465.0±38.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  4-phenyl 1-phenylsulphonyl but-1-ene 在 sodium hydroxide 、 碲化氢 、 sodium tetrahydroborate 作用下， 生成 4-苯基-1-丁烯
  参考文献：
  名称：

  Decarboxylative radical addition to vinylsulphones and vinylphosphonium bromide: Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones.

  摘要：

  Irradiation of O-acyl derivatives 1 of N-hydroxy- 2-thiopyridone with visible light in the presence of phenyl vinyl sulphone or vinyl triphenylphosphonium bromide leads to the corresponding adducts 8 and 9 which can undergo a wide variety of further transformations.

  DOI：

  10.1016/s0040-4020(01)96163-0
• 作为产物：
  描述：

  4-phenyl-1-phenylsulphonyl-1-(pyridine-2-thiyl)butane 在 盐酸 、 间氯过氧苯甲酸 作用下， 生成 4-phenyl 1-phenylsulphonyl but-1-ene
  参考文献：
  名称：

  Decarboxylative radical addition to vinylsulphones and vinylphosphonium bromide: Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones.

  摘要：

  Irradiation of O-acyl derivatives 1 of N-hydroxy- 2-thiopyridone with visible light in the presence of phenyl vinyl sulphone or vinyl triphenylphosphonium bromide leads to the corresponding adducts 8 and 9 which can undergo a wide variety of further transformations.

  DOI：

  10.1016/s0040-4020(01)96163-0

文献信息

• A new desulphonylation of α,β-unsaturated sulphones via conjugate addition of tributylstannyl-lithium
  作者：Masahito Ochiai、Tatsuzo Ukita、Eiichi Fujita

  DOI：10.1039/c39830000619

  日期：——

  α,β-Unsaturated sulphones (1) on treatment with tributylstannyl-Lithium in tetrahydrofuran at –78 °C, give the Michael type addition products, β-tributylstannyl sulphones (2), and their successive β-elimination by reaction with silica gel affords the desulphonylated olefins (3) in good yields.

  在–78°C下于四氢呋喃中用三丁基锡烷基锂处理α，β-不饱和砜（1），得到迈克尔型加成产物，β-三丁基锡烷基砜（2），并通过与硅胶反应的方法相继除去β-，得到脱磺酰化的烯烃（3）具有良好的收率。
• A NEW STEREOSELECTIVE SYNTHESIS OF VINYLSILANES UTILIZING VINYL SULFONES
  作者：Masahito Ochiai、Tatsuzo Ukita、Eiichi Fujita

  DOI：10.1246/cl.1983.1457

  日期：1983.9.5

  Vinylsilanes 3 were prepared stereoselectively from vinyl sulfones via the formation of β-tributylstannyl sulfones 2. The stereochemistry of 3 was controlled by the choice of the method for the destannylsulfonation of 2.

  乙烯基硅烷 3 是由乙烯基砜通过形成 β-三丁基甲锡磺酰基砜 2 立体选择性地制备的。 3 的立体化学通过选择 2 的去甲磺酰基磺化方法来控制。
• Stereocontrolled Fluorobenzylation of Vinyl Sulfones and α,β-Unsaturated Esters Mediated by a Remote Sulfinyl Group. Synthesis of Functionalized Enantiomerically Pure Benzylic Fluorides
  作者：José Luis García Ruano、José Antonio Fernández-Salas、M. Carmen Maestro

  DOI：10.1021/jo300174k

  日期：2012.3.16

  A sulfinyl group in an ortho position confers enough chemical and configurational stability to monofluorobenzylcarbanions to evolve in a completely stereoselective way in their reactions with beta-substituted vinyl sulfones and alpha,beta-unsaturated esters. Reactions afford easily separable mixtures of two epimers differing in the configuration of the center derived from the Michael acceptor (up to 98% de). They can be easily converted into enantiomerically pure gamma-fluorinated gamma-phenylsulfones and gamma-phenylesters bearing two chiral centers.
• Decarboxylative radical addition to vinylsulphones and vinylphosphonium bromide: Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones.
  作者：Derek H.R. Barton、Jean Boivin、Elisabeth Crépon (née da Silva)、Jadab Sarma、Hideo Togo、Samir Z. Zaid

  DOI：10.1016/s0040-4020(01)96163-0

  日期：1991.8

  Irradiation of O-acyl derivatives 1 of N-hydroxy- 2-thiopyridone with visible light in the presence of phenyl vinyl sulphone or vinyl triphenylphosphonium bromide leads to the corresponding adducts 8 and 9 which can undergo a wide variety of further transformations.