methyl (Z)-3-phenyl-3-(phenyltelluro)propenoate | 84280-81-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (Z)-3-phenyl-3-(phenyltelluro)propenoate
• 英文别名: methyl (2Z)-β-(phenyltelluro)cinnamate；methyl (Z)-3-phenyl-3-phenyltellanylprop-2-enoate
• CAS: 84280-81-9
• 化学式: C₁₆H₁₄O₂Te
• 分子量: 365.886
• InChiKey: MLXNOGFGEBFRDF-QINSGFPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (Z)-3-phenyl-3-(phenyltelluro)propenoate 在 氢氧化钾 、 草酰氯 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (Z)-3-phenyl-3-phenyltellanylprop-2-enoyl chloride
  参考文献：
  名称：

  Cyclization of 3-(arylchalcogeno)propenoyl chlorides. 1. 1,2-Oxatellurol-1-ium halides via ipso acylation

  摘要：

  DOI：

  10.1021/ja00342a040
• 作为产物：
  描述：

  苯基溴化镁 在 碲化氢 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 methyl (Z)-3-phenyl-3-(phenyltelluro)propenoate
  参考文献：
  名称：

  Simple Preparation of Aryl Telluroesters and (2Z)-β-(Aryltelluro) cinnamic Esters

  摘要：

  Simple preparation of aryl telluroesters from reaction of tellurium powder and aryl Grignard reagents then acylation with acyl chlorides. Addition of telluroesters to arylpropiolates gave (2Z)-beta-aryltelluro-alpha, beta-unsaturated esters with high stereoselectivity.

  DOI：

  10.1080/00397919708005025

文献信息

• The first synthesis of β-phenylchalcogeno-α,β-unsaturated esters via hydrochalcogenation of acetylenes using microwave and solvent-free conditions
  作者：Gelson Perin、Raquel G. Jacob、Francisco de Azambuja、Giancarlo V. Botteselle、Geonir M. Siqueira、Rogério A. Freitag、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2005.01.060

  日期：2005.3

  A simple, clean, and efficient solvent-free protocol was developed for hydrochalcogenation of methyl propiolate derivatives with phenylchalcogenolate anion generated in situ from the respective diphenyl dichalcogenide (S, Se, Te) using alumina supported sodium borohydride. This efficient and improved method is general and furnishes the (Z)-beta-phenylchalcogeno-alpha,beta-unsaturated esters in yields and with selectivity comparable to those using organic solvent and inert atmosphere. The use of MW irradiation facilitates the procedure and accelerates the reaction. (C) 2005 Elsevier Ltd. All rights reserved.
• DETTY, M. R.;MURRAY, B. J.;SMITH, D. L.;ZUMBULYADIS, N., J. AMER. CHEM. SOC., 1983, 105, N 4, 875-882
  作者：DETTY, M. R.、MURRAY, B. J.、SMITH, D. L.、ZUMBULYADIS, N.

  DOI：——

  日期：——
• TAKAHASHI, HIDETAKA;OHE, KOUICHI;UEMURA, SAKAE;SUGITA, NOBUYUKI, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM.,(1987) N 7, 1508-1511
  作者：TAKAHASHI, HIDETAKA、OHE, KOUICHI、UEMURA, SAKAE、SUGITA, NOBUYUKI

  DOI：——

  日期：——
• Cyclization of 3-(arylchalcogeno)propenoyl chlorides. 1. 1,2-Oxatellurol-1-ium halides via ipso acylation
  作者：Michael R. Detty、Bruce J. Murray、Douglas L. Smith、Nicholas Zumbulyadis

  DOI：10.1021/ja00342a040

  日期：1983.2
• Simple Preparation of Aryl Telluroesters and (2Z)-β-(Aryltelluro) cinnamic Esters
  作者：Chang-Qiu Zhao、Xian Huang

  DOI：10.1080/00397919708005025

  日期：1997.1

  Simple preparation of aryl telluroesters from reaction of tellurium powder and aryl Grignard reagents then acylation with acyl chlorides. Addition of telluroesters to arylpropiolates gave (2Z)-beta-aryltelluro-alpha, beta-unsaturated esters with high stereoselectivity.