(Z)-1-butyltelluro-1-phenyl-2-phenylthio ethene | 339084-61-6

• 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: (Z)-1-butyltelluro-1-phenyl-2-phenylthio ethene
• 英文别名: [(Z)-2-butyltellanyl-2-phenylethenyl]sulfanylbenzene
• CAS: 339084-61-6
• 化学式: C₁₈H₂₀STe
• 分子量: 396.023
• InChiKey: SIZSUYQETMBHSS-SDXDJHTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-1-butyltelluro-1-phenyl-2-phenylthio ethene 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以72%的产率得到(E)-[2-(phenylsulfanyl)vinyl]benzene
  参考文献：
  名称：

  Hydrochalcogenation of phenylthioacetylenes. Synthesis of mixed (Z)-trisubstituted 1,2-bis(organylchalcogeno)-1-alkenes

  摘要：

  The treatment of 1-phenylthioacetylenes with phenylselenolate and butyl or phenyltellurolate anions generated by the reaction of the corresponding dichalcogenide with NaBH4 in aqueous ethanol results in the formation of mixed 1,2-bis(organylchalcogeno)-1-alkenes of Z configuration. The phenylthio group acts as a directing and activating group for the nucleophilic addition of the chalcogenate anions (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02291-7
• 作为产物：
  描述：

  二丁基二碲 、 (2-phenylsulfanylethynyl)benzene 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以82%的产率得到(Z)-1-butyltelluro-1-phenyl-2-phenylthio ethene
  参考文献：
  名称：

  Hydrochalcogenation of phenylthioacetylenes. Synthesis of mixed (Z)-trisubstituted 1,2-bis(organylchalcogeno)-1-alkenes

  摘要：

  The treatment of 1-phenylthioacetylenes with phenylselenolate and butyl or phenyltellurolate anions generated by the reaction of the corresponding dichalcogenide with NaBH4 in aqueous ethanol results in the formation of mixed 1,2-bis(organylchalcogeno)-1-alkenes of Z configuration. The phenylthio group acts as a directing and activating group for the nucleophilic addition of the chalcogenate anions (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02291-7

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。
• 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.
• One-pot synthesis of mixed ( )-1,2-bis(organylchalcogene)-1-alkenes precursors of the novel β-organylthio vinyllithium intermediates
  作者：Miguel J. Dabdoub、Vânia B. Dabdoub、Marco A. Pereira、Adriano C.M. Baroni、Francisco A. Marques、Paulo R. de Oliveira、Palimécio G. Guerrero

  DOI：10.1016/j.tetlet.2010.07.112

  日期：2010.9

  One-pot hydrochalcogenation of 1-phenylthioacetylenes using organylselenolate and organyltellurolate anions generated by the insertions of selenium and tellurium in n-organyl lithium produced (Z)-1,2-bis(organylchalcogene)-1-alkenes. The chemical reactivity of these mixed 1,2-bis(organylchalcogene)-1-alkenes was studied by Te/Li and Se/Li stereoretentive exchanges carried out with n-butyl lithium, furnishing the new intermediate species (Z)-beta-organylthio vinyllithium anions, which were trapped with aldehydes, to give the (Z)-3-hydroxy vinyl thioethers with total control of the regio- and stereochemistry. (c) 2010 Elsevier Ltd. All rights reserved.