2,2'-sulfonylbis(1,3-diphenylprop-2-en-1-one) | 425615-27-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,2'-sulfonylbis(1,3-diphenylprop-2-en-1-one)
• 英文别名: (E)-2-[(E)-3-oxo-1,3-diphenylprop-1-en-2-yl]sulfonyl-1,3-diphenylprop-2-en-1-one
• CAS: 425615-27-6
• 化学式: C₃₀H₂₂O₄S
• 分子量: 478.568
• InChiKey: ZEAUXRARYPZXCN-GPAWKIAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-sulfonylbis(1,3-diphenylprop-2-en-1-one) 在 ammonium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以95%的产率得到[(2S,3R,5S,6R)-6-benzoyl-1,1-dioxo-3,5-diphenyl-1,4-thiazinan-2-yl]-phenylmethanone
  参考文献：
  名称：

  Gnanadeepam; Selvaraj; Perumal, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 8, p. 962 - 963

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-thiobis(1,3-diphenylprop-2-en-1-one) 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 2,2'-sulfonylbis(1,3-diphenylprop-2-en-1-one)
  参考文献：
  名称：

  摘要：

  The X-ray crystal structures of 2,2'.-thio- and 2,2'-sulfonylbis(1,3-diarylprop-2-en-1-ones) are detennined [1: 2,2'-thiobis(3 -(p-chlorophenyl)- 1 -phenylprop-2-en-1-one), C30H20Cl2O2S, space group C2/c, a = 14.275(3), b = 6.280(1), c = 26.533(5) Angstrom, beta = 94.55(3)degrees, Z' = 1/2; 2: 2,2'-sulfonylbis(1,3-diphenylprop-2-en-1-one), C30H22O4S, space group P (1) over bar, a = 9.652(l), b = 12.044(1), c = 12.182(l) Angstrom, alpha = 61.985(6), beta = 77.511(5), gamma = 74.340(6)degrees, Z' = 1; 3: 2,2'-sulfonylbis(3-(p-chlorophenyl)-1-phenylprop-2-en- 1-one), C30H20Cl2O4S, space group P (1) over bar a = 8.294(1), b = 13.175(2), c = 13.470(1) Angstrom, alpha = 62.870(9), beta = 83.796(7), gamma = 85.282(8)degrees, Z' = 1]. The C=C double bonds are all clearly defined. The sulfide 1 crystallizes on a crystallographic twofold axis, leading to a symmetric molecular conformation. The sulfones 2 and 3 crystallize on general positions, with different and irregular conformations.

  DOI：

  10.1023/a:1013795006690

文献信息

• Novel tandem reactions of 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) with hydrazine: formation of 3,6-diarylpyridazines and 3,5-diarylpyrazoles
  作者：M Gnanadeepam、S Selvaraj、S Perumal、S Renuga

  DOI：10.1016/s0040-4020(02)00095-9

  日期：2002.3

  The 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) undergo tandem reactions with hydrazine affording 3,6-diarylpyridazines and 3,5-diarylpyrazoles unexpectedly, the latter predominating.

  2,2'-磺酰基双（1,3-二芳基丙-2-烯-1-酮）与肼进行串联反应，出乎意料的得到3,6-二芳基哒嗪和3,5-二芳基吡唑，后者占主导地位。
• 2,6-DIAROYL-3,5-DIARYL-4-METHYLTETRAHYDRO-1,4-THIAZINE-1,1-DIOXIDES - A SYNTHETIC AND STEREOCHEMICAL STUDY
  作者：M. Gnanadeepam、S. Selvaraj、S. Perumal、M. J. E. Hewlins、A. Lycka

  DOI：10.1080/10426509908044980

  日期：1999.12

  Abstract Conjugate addition of methy lamine over 2,2′-sulfonylbis(1.3-diarylprop-2-en-1-ones) in dimethylformamide gave the hitherto unknown 2.6-diaroyl-3,5-diaryl-4-methyltetrahydro- 1.4-thiazine-1,1-dioxides in very good yields. The same thiazines were also obtained by condensation of bis(aroylmethyl)sulfones with aromatic aldehydes and methylamine. The structure and stereochemistry of the compounds

  摘要 在二甲基甲酰胺中的 2,2'-磺酰基双 (1.3-diarylprop-2-en-ones) 上与甲胺共轭加成得到了迄今为​​止未知的 2.6-diaroyl-3,5-diaryl-4-methyltetrahydro-1.4-thiazine- 1,1-二氧化物的产率非常好。通过双（芳酰基甲基）砜与芳香醛和甲胺的缩合，也获得了相同的噻嗪。从元素分析和光谱数据推导出化合物的结构和立体化学。
• A Synthetic and Stereochemical Study of 2,6-Diaroyl-3,5-Diaryl-4-Ethyltetrahydro-1,4-Thiazine-1,1-Dioxides
  作者：M. Gnanadeepam、S. Selvaraj、S. Perumal、S. Renuga、S. Selvaraj

  DOI：10.1080/10426500210254

  日期：2002.2.1

  Double aza-Michael addition of ethylamine over 2,2'-sulfonylbis(1,3-diarylprop-2-en-1-ones) gave the previously unknown title compounds in moderate yields. The decreased yields of the title compounds compared to 2,6-diaroyl-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides or the corresponding 4-methyl derivatives is explained on the basis of steric size of the nucleophile. The structure and stereochemistry

  乙胺在 2,2'-磺酰基双 (1,3-diarylprop-2-en-1-ones) 上的双氮杂-迈克尔加成得到先前未知的标题化合物，产率适中。与 2,6-diaroyl-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides 或相应的 4-methyl 衍生物相比，标题化合物的产率降低是根据亲核试剂的空间大小来解释的. 硫烷的结构和立体化学是从元素分析和光谱数据中推导出来的。
• Gnanadeepam; Renuga; Selvaraj, Phosphorus, Sulfur and Silicon and the Related Elements, 1998, vol. 134-135, p. 171 - 176
  作者：Gnanadeepam、Renuga、Selvaraj、Perumal、Hewlins

  DOI：——

  日期：——
• Diastereoselective synthesis of 2,2′-thiobis- and 2,2′-sulfonylbis- (2-aroyl-3-aryloxiranes)
  作者：Subbiah Renuga、Sangavanaicker Selvaraj、Subbu Perumal、M.J.E. Hewlins

  DOI：10.1016/s0040-4020(99)00492-5

  日期：1999.7

  Epoxidation of 2, 2'-thiobis(1,3-diarylprop-2-en-1-ones) with H2O2/NaOH in THF afforded a mixture of diastereomeric 2,2'-thiobis(2-aroyl-3-aryloxiranes) while the same reaction with its sulfonyl counterpart gave a single diastereomer. (C) 1999 Elsevier Science Ltd. All rights reserved.