1,3-Diphenyl-3(p-toluolsulfonsaeure)-propen | 29128-01-6

• 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: 1,3-Diphenyl-3(p-toluolsulfonsaeure)-propen
• 英文别名: 1-(1,3-diphenylprop-2-enylsulfonyl)-4-methylbenzene
• CAS: 29128-01-6
• 化学式: C₂₂H₂₀O₂S
• 分子量: 348.466
• InChiKey: AQZHDBHVKNISCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,3-diphenyl-3-hydroxypropene 以 乙醇 为溶剂， 生成 1,3-Diphenyl-3(p-toluolsulfonsaeure)-propen
  参考文献：
  名称：

  具有烯烃基团的甲苯磺酰肼衍生物的反应

  摘要：

  当 α,β-不饱和酮甲苯磺酰腙 (5) 在 85% 乙酸水溶液中加热时, 诱导顺利分解, 并以相当的产率获得 β-甲苯磺酰酮 (4)。甲苯磺酰腙在指定位置没有烯基，不能进行本反应。当烯丙基卤化物 (17) 在 DMSO 中与甲苯磺酰肼的阴离子反应时，甲苯磺酰肼的 N-1 发生取代，这与氯化物与甲苯磺酰肼在吡啶中反应的情况不同，后者影响 N-2 的取代。在乙酸中加热时，这些 1-烯丙基糖基酰肼 (18) 以相当的产率提供烯烃 (19)，并具有完全的烯丙基重排。提出了 5→4 和 18→19 反应的协调循环机制。

  DOI：

  10.1246/bcsj.44.1885

文献信息

• Palladium-catalyzed aerobic oxidative coupling of enantioenriched primary allylic amines with sulfonyl hydrazides leading to optically active allylic sulfones
  作者：Ting-Ting Wang、Fu-Xiang Wang、Fu-Lai Yang、Shi-Kai Tian

  DOI：10.1039/c4cc00275j

  日期：——

  A range of highly enantioenriched primary allylic amines underwent palladium-catalyzed oxidative coupling with sulfonyl hydrazides open to air at room temperature to give structurally diverse allylic sulfones in moderate to excellent yields with excellent retention of ee.

  一系列高对映纯度的初级烯丙基胺在室温下空气中通过钯催化的氧化耦合反应，与磺酰肼反应生成了结构多样的烯丙基砜，产率从中等到优秀，并且对映体过量值得以极佳保持。
• Efficient Palladium Catalysts Containing Original Imidazolium-Tagged Chiral Diamidophosphite Ligands for Asymmetric Allylic Substitutions in Neat Ionic Liquid
  作者：Maritza J. Bravo、Isabelle Favier、Nathalie Saffon、Rosa M. Ceder、Guillermo Muller、Montserrat Gómez、Mercè Rocamora

  DOI：10.1021/om4011577

  日期：2014.2.10

  catalytic systems were applied in asymmetric allylic alkylation, amination, and sulfonylation using rac-3-acetoxy-1,3-diphenyl-1-propene as a substrate in neat ionic liquids, [bmim][PF6] and [Pyr][NTf2]. The best results in terms of enantioselectivity were obtained with the catalytic precursor 1b in [Pyr][NTf2]. The catalytic phase containing 1b for the allylic amination could be recycled up to six times without

  新的咪唑鎓标记的手性配体diamidophosphite，（小号，小号） -一个和（- [R ）- b，从（衍生小号，小号） - ñ，Ñ ' -二苄基-1,2-环己二胺和（- [R ）- ñ，Ñ “ -二甲基- 1,1'-联萘-2,2'-二胺，分别和对应的钯通式[的PdCl的烯丙基配合物（η 3 -2-ME-C 3 H ^ 4）（κ 1 P -L ）] BF 4（1a，b）和[Pd（η3 -2-ME-C 3 H ^ 4）（κ 1 P -L）2 ]（BF 4）3（图2a，b）合成并充分表征，包括X射线晶体结构为1B。这些原始的Pd / L催化体系以rac -3-乙酰氧基-1,3-二苯基-1-丙烯为底物在纯离子液体，[bmim] [PF 6 ]和[Pyr] [NTf 2 ]。在[Pyr] [NTf 2 ]中使用催化前体1b获得了对映选择性方面的最佳结果]。用于烯丙基胺化的含1b的催化相最多可循环使用六次，而不会明显损失不对称诱导。
• An Expeditious Entry to Benzylic and Allylic Sulfones through Byproduct-Catalyzed Reaction of Alcohols with Sulfinyl Chlorides
  作者：Hai-Hua Li、De-Jun Dong、Yin-Huan Jin、Shi-Kai Tian

  DOI：10.1021/jo901974h

  日期：2009.12.18

  In the absence of external catalysts and additives, a broad range of benzylic and allylic alcohols react with various sulfinyl chlorides to afford structurally diversified benzylic and allylic sulfones in moderate to excellent yields, and importantly, a catalysis with byproduct HCl is involved in this new protocol for sulfone synthesis.
• Palladium catalyzed asymmetric sulfonylation mediated chiral β-hydroxy- and β-(o-diphenylphosphino)benzoyloxy (o-diphenyl phosphino)benzamides
  作者：Jesse A. Wolfe、Shawn R. Hitchcock

  DOI：10.1016/j.tetasy.2010.10.022

  日期：2010.11

  The palladium catalyzed asymmetric allylic sulfonylation reaction has been investigated employing beta-hydroxy- and beta-(o-diphenylphosphino)benzoyloxy (o-diphenyl phosphino)benzamides as chiral non-racemic ligands The bisphosphine beta-benzoyloxybenzamide ligands proved to be the best ligands for this process Competitive transition states for the (1S 2R)-norephedrine derived ligand 14 are compared and a rationale is provided for the observed enantioselectivities (C) 2010 Elsevier Ltd All rights reserved
• Decomposition of p-toluenesulfonylazoalkenes
  作者：Goffredo Rosini、Raffaele Ranza

  DOI：10.1021/jo00813a015

  日期：1971.7