triphenyl-thiophen-2-ylmethylene-λ⁵-phosphane | 41443-79-2

• 英文名称: triphenyl-thiophen-2-ylmethylene-λ⁵-phosphane
• 英文别名: Triphenyl(thiophen-2-ylmethylidene)-lambda5-phosphane；triphenyl(thiophen-2-ylmethylidene)-λ5-phosphane
• CAS: 41443-79-2
• 化学式: C₂₃H₁₉PS
• 分子量: 358.444
• InChiKey: FRIMIIRMQBUMHA-UHFFFAOYSA-N

物化性质

• 沸点：
  523.6±42.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  triphenyl-thiophen-2-ylmethylene-λ⁵-phosphane 在 palladium on activated charcoal sodium hydroxide 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (4R)-methyl-4-[2-(thiophen-2-yl)ethyl]oxazolidin-2-one
  参考文献：
  名称：

  Enzymatic desymmetrization of 2-amino-2-methyl-1,3-propanediol: asymmetric synthesis of (S)-N-Boc-N,O-isopropylidene-α-methylserinal and (4R)-methyl-4-[2-(thiophen-2-yl)ethyl]oxazolidin-2-one

  摘要：

  We report herein, the novel enzymatic desymmetrization of 2-tert-butoxycarbonylamino-2-methyl-1,3-propanediol 1. This method makes it possible to prepare (S)-N-Boc-N,O-isopropylidene-alpha-methylserinal 3, which is a chiral building block for the synthesis of a variety of a-substituted alanine derivatives. Moreover, optically active (4R)-methyl-4-[2-(thiophen-2-yl)ethyl]oxazolidin-2-one 4. one of the key intermediates in the synthesis of a novel immunosuppressant, has been prepared by this methodology. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.07.037
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 triphenyl-thiophen-2-ylmethylene-λ⁵-phosphane
  参考文献：
  名称：

  Stereoselective Synthesis of Ethyl (Z)-3-Aryl-2-ethoxyacrylates: Wittig Reaction of Diethyl Oxalate

  摘要：

  草酸二乙酯与多种芳基亚甲基三苯基膦 1 在室温下于四氢呋喃中容易发生 Wittig 烯化反应，生成 3-芳基-2-乙氧基丙烯酸乙酯 2，Z/E 选择性≥10:1。

  DOI：

  10.1055/s-1989-27446

文献信息

• Synthesis and nonlinear optical absorption properties of two new conjugated ferrocene-bridge-pyridinium compounds
  作者：Fan Yang、Xiu-Ling Xu、Yong-Hua Gong、Wen-Wei Qiu、Zhen-Rong Sun、Jin-Wei Zhou、Pierre Audebert、Jie Tang

  DOI：10.1016/j.tet.2007.06.058

  日期：2007.9

  chromospheres, with ferrocene as the electron donor and pyridinium as the electron acceptor, were synthesized. The nonlinear optical absorption (NOA) properties in the solution state were investigated by the Z-scan technique. Both compounds exhibited reverse saturable absorption (RSA) and optical limiting effect under nanosecond pulse irradiation.

  合成了两个电子供体-π-受体（D-π-A）色球，其中二茂铁作为电子供体，吡啶鎓作为电子受体。通过Z扫描技术研究了溶液状态下的非线性光学吸收（NOA）特性。两种化合物在纳秒脉冲辐射下均表现出反向饱和吸收（RSA）和光学限制效应。
• Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 6. Pyrolysis of substituted cinnamoyl ylides as a route to conjugated enynes
  作者：R. Alan Aitken、Christine Boeters、John J. Morrison

  DOI：10.1039/p19940002473

  日期：——

  The substituted cinnamoyl ylides 6 and 7, readily prepared in one step from the quaternary phosphonium salts 8 and cinnamoyl chlorides 9, undergo extrusion of Ph3PO upon FVP to give the 1,3-enynes 12 and 13 in moderate yield. At 500 °C there is little double bond isomerisation, but at 700 °C this does occur to give almost 1:1 mixtures of E and Z isomers. In a few cases, including those with a nitrophenyl

  由季phospho盐8和肉桂酰氯9一步制备的取代肉桂酸酯基化物6和7在FVP上经过Ph 3 PO挤出，以中等收率得到1,3-烯炔12和13。在500°C下几乎没有双键异构化，但是在700°C时确实发生了几乎1：1的E和Z混合物异构体。在少数情况下，包括存在硝基苯基的情况，收率很低或反应完全失败。通过使用酯稳定的内酯来改善1-苯基丁烯的不良产率的尝试仅部分成功，因为失去酯基所需的苛刻条件导致明显的异构化为萘。报告了20个炔的完全归属的13 C NMR光谱。已经制备了一个异构体β，γ-不饱和-δ-氧代酰化物的例子，14，发现在700°C下FVP上的Ph 3 P损失，从而以低收率得到了茚和苯。
• A facile synthesis of perfluoro- and polyfluoro-alkyl thienyl acetylenes
  作者：Yuankang Xin、Xiaohong Wu、Yanchang Shen

  DOI：10.1016/s0022-1139(00)81057-x

  日期：1988.7

  Perfluoro- and polyfluoro-alkyl thienyl acetylenes were conveniently prepared by the following reaction sequence: Thienylmethylenetriphenylphosphorane (generated from the corresponding chloride and phenyllithium without isolation) was acylated by the addition of perfluoroacyl chloride or polyfluoroacyl chloride, respectively, to give the corresponding perfluoroacyl or polyfluoroacyl phosphoranes in

  全氟和多氟烷基噻吩基乙炔可通过以下反应顺序方便地制备：分别加入全氟酰氯或多氟酰氯，将噻吩基亚甲基三苯基磷烷（由相应的氯化物和苯基锂生成，无需分离），将其酰化，得到相应的全氟酰基或多氟酰基环烷烃的产率为82-94％，在减压下热解这些后来的化合物，得到全氟和多氟烷基噻吩基乙炔的产率为52-94％：预计这些乙炔是良好的双亲亲和性和亲双亲性。
• Preparation of Pyrrole-2-carboxylates with Electron-Withdrawing Groups at the 4-Position
  作者：Hidemitsu Uno、Masanori Tanaka、Takashi Inoue、Noboru Ono

  DOI：10.1055/s-1999-3406

  日期：1999.3

  Reaction of α-trifluoromethyl, α-cyano, and α-ethoxycarbonyl alkenyl sulfones with ethyl isocyanoacetate in the presence of a base gave 4-substituted pyrrole-2-carboxylates in moderate to good yields.

  在碱存在下，δ-三氟甲基、δ-氰基和δ-乙氧羰基烯基砜与异氰基乙酸乙酯反应，得到 4-取代的吡咯-2-羧酸盐，收率中等至良好。
• Synthesis of 4<i>H</i>-furo[3,2<i>-b</i>]indole derivatives A new heterocyclic ring system
  作者：Akira Tanaka、Kenichi Yakushijin、Shigetaka Yoshina

  DOI：10.1002/jhet.5570140605

  日期：1977.10

  4H-Furo[3,2-b]indole (III) was prepared from deoxygenation of 2-(2-nitrophenyl)furan (II) with triethyl phosphite and thermolysis of 2-(2-azidophenyl)furan (VI). 4H- or 4-alkylfuro [3,2-b]indole-2-carboxaldehydes (VIII, IXa-c) were obtained by Vilsmeier formylation of the corresponding furo[3,2-b]indoles (III, VIIa-c). 4H-Furo[3,2-b]indole-2-carboxaldehyde (VIII) was submitted to the Cannizzaro, Wittig

  由2-（2-硝基苯基）呋喃（II）与亚磷酸三乙酯的脱氧和2-（2-叠氮基苯基）呋喃（VI）的热解制备4 H-呋喃[3，2- b ]吲哚（III）。4 ħ -或4- alkylfuro [3,2 -b ]吲哚-2-羧醛（VIII，IXA -c）分别用对应的呋喃并维尔斯迈尔甲酰化得到[3,2- b ]吲哚（III，VIIA -c） 。将4 H-呋喃并[3,2 - b ]吲哚-2-甲醛（VIII）提交至坎蒂扎罗（Wanntig ）和还原反应。通过4-乙基呋喃并[3,2 - b ]吲哚-2-甲醛（IXb）与胺的反应获得席夫碱。J.杂环化​​学。，14，975（1977）