diethyl Z-2-butyltelluro-2-phenylethenylphosphonate | 259677-37-7

• 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: diethyl Z-2-butyltelluro-2-phenylethenylphosphonate
• 英文别名: [(Z)-1-butyltellanyl-2-diethoxyphosphorylethenyl]benzene
• CAS: 259677-37-7
• 化学式: C₁₆H₂₅O₃PTe
• 分子量: 423.946
• InChiKey: XDKGPIGLWZHCOX-PEZBUJJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  diethyl Z-2-butyltelluro-2-phenylethenylphosphonate 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 以69%的产率得到diethyl (E)-(2-phenylethenyl)phosphonate
  参考文献：
  名称：

  Synthesis and reaction of β-organyltelluro vinylphosphonates and vinyl sulfones

  摘要：

  Reactions of organyl tellurols generated in situ from ditellurides and alkynes bearing electron-stabilizing groups such as the phosphonyl and sulfonyl groups gave the beta-organyltelluro vinylphosphonates or vinyl sulfones in high yield, which are followed by transmetallation by organometallic reagents. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00782-6
• 作为产物：
  描述：

  二丁基二碲 、 diethyl phenylethynylphosphonate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以50%的产率得到diethyl Z-2-butyltelluro-2-phenylethenylphosphonate
  参考文献：
  名称：

  立体选择性硫代有机硅酸钠加到炔基膦酸酯上：2-（有机基）-2-（有机organ代炔丙基）乙烯基膦酸二乙酯的合成

  摘要：

  硫醇酸根，硒酸根或碲酸根阴离子与炔基膦酸酯1反应，以令人满意的收率得到2-（有机基）-2-（有机氧代烷基）乙烯基膦酸酯[β-有机氧代烷基乙烯基膦酸酯] 2。反应是立体选择性的，主要或仅产生（Z）-立体异构体。

  DOI：

  10.1016/s0040-4039(99)02044-4

文献信息

• Palladium-Catalyzed Negishi Cross-Coupling of Arylzinc Reagents with Functionalized Vinylic Tellurides
  作者：Gilson Zeni、Diego Alves、Ricardo Schumacher、Ricardo Brandão、Cristina Nogueira

  DOI：10.1055/s-2006-939065

  日期：——

  The Negishi cross-coupling reaction of arylzinc chlorides and bromides with functionalized vinylic tellurides in the ­presence of a catalytic amount of PdCl2 in THF at room temperature is described. This cross-coupling reaction is general and permits the synthesis of functionalized substituted alkenes in good yields and high stereoselectivity.

  介绍了芳基氯化锌和溴化物与官能化乙烯基碲在催化量 PdCl2 的存在下于室温下在 THF 中发生的 Negishi 交叉偶联反应。该交叉偶联反应是一种通用反应，能以良好的产率和较高的立体选择性合成官能化取代烯。
• Stereospecific formation of enynephosphonates via palladium-catalyzed cross-coupling reaction of β-organotelluro vinylphosphonates with alkynes
  作者：Antonio L Braga、Leandro H de Andrade、Claudio C Silveira、Angélica V Moro、Gilson Zeni

  DOI：10.1016/s0040-4039(01)01867-6

  日期：2001.12

  beta -Organotelluro vinylphosphonates 1 undergo direct coupling reaction with terminal alkynes in the presence of PdCl2/CuI in methanol at room temperature to give enynephosphonates 3 with retention of configuration in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Csp3-tellurium copper cross-coupling: synthesis of alkynyl tellurides a novel class of antidepressive-like compounds
  作者：Afamefuna Elvis Okoronkwo、Benhur Godoi、Ricardo Frederico Schumacher、José Sebastião Santos Neto、Cristiane Luchese、Marina Prigol、Cristina Wayne Nogueira、Gilson Zeni

  DOI：10.1016/j.tetlet.2008.12.024

  日期：2009.2

  We present here the results on the synthesis of functionalized alkynyl tellurides using the reaction of vinyl, alkynyl, and aryl tellurides with several alkynyl iodides catalyzed by copper iodide. The reaction proceeded cleanly under mild reaction conditions, at room temperature, in the absence of base and ligand giving alkynyl tellurides in acceptable yields. The obtained compounds 3a-c and 3m-o were screened for antidepressive-like activity using the tail Suspension test (TST) in mice. Compounds 3a-c and 3m-o administered at 10 mg/kg by oral route produced a significant antidepressant-like effect on the TST in mice. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis and reaction of β-organyltelluro vinylphosphonates and vinyl sulfones
  作者：Won Bum Jang、Dong Young Oh、Chi-Wan Lee

  DOI：10.1016/s0040-4039(00)00782-6

  日期：2000.6

  Reactions of organyl tellurols generated in situ from ditellurides and alkynes bearing electron-stabilizing groups such as the phosphonyl and sulfonyl groups gave the beta-organyltelluro vinylphosphonates or vinyl sulfones in high yield, which are followed by transmetallation by organometallic reagents. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Stereoselective addition of sodium organyl chalcogenolates to alkynylphosphonates: synthesis of diethyl 2-(organyl)-2-(organochalcogenyl)vinylphosphonates
  作者：Antonio L Braga、Elenilson F Alves、Claudio C Silveira、Leandro H de Andrade

  DOI：10.1016/s0040-4039(99)02044-4

  日期：2000.1

  Organyl thiolate, selenolate or tellurolate anions reacted with alkynylphosphonates 1 to give diethyl 2-(organyl)-2-(organochalcogenyl)vinylphosphonates [β-organochalcogenyl vinylphosphonates] 2 in satisfactory yields. The reaction was stereoselective, giving predominantly or exclusively the (Z)-stereoisomer.

  硫醇酸根，硒酸根或碲酸根阴离子与炔基膦酸酯1反应，以令人满意的收率得到2-（有机基）-2-（有机氧代烷基）乙烯基膦酸酯[β-有机氧代烷基乙烯基膦酸酯] 2。反应是立体选择性的，主要或仅产生（Z）-立体异构体。