3-Methyl-1-phenylselanylpent-1-yn-3-ol | 81699-89-0

• 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: 3-Methyl-1-phenylselanylpent-1-yn-3-ol
• CAS: 81699-89-0
• 化学式: C₁₂H₁₄OSe
• 分子量: 253.203
• InChiKey: QRTFAIFIAHSQJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  咪唑 、 3-Methyl-1-phenylselanylpent-1-yn-3-ol 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以46%的产率得到(Z)-2-(1H-imidazol-1-yl)-3-methyl-1-(phenylselanyl)pent-1-en-3-ol
  参考文献：
  名称：

  Synthesis of (Z)-N-alkenyl-β-arylselanyl imidazoles via additive-free nucleophilic addition of imidazole to arylselanylalkynes

  摘要：

  We present herein our results on the nucleophilic addition of imidazole to a range of arylselanylalkynes by simple heating in DMF without any additives to give (Z)-1-(1-organyl-(2-arylselanyl)vinyl)-1H-imidazoles. The reactions were performed under mild conditions with a range of arylselanylalkynes in good yields and with high regio- and stereoselectivity to give the respective (Z)-arylselanyl alkene as the only isomer. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.058
• 作为产物：
  描述：

  苯基溴化硒 、 3-甲基-1-戊炔-3-醇 在 silver(I) nitrite 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 以67%的产率得到3-Methyl-1-phenylselanylpent-1-yn-3-ol
  参考文献：
  名称：

  末端炔烃与由溴化苯和亚硝酸银制备的试剂的反应。1-炔基苯基硒化物的新型高效合成

  摘要：

  通过 1-炔烃与由苯硒基溴和亚硝酸银制备的新试剂反应，以良好的收率合成了 1-炔基苯基硒化物。

  DOI：

  10.1246/cl.1982.1249

文献信息

• Cu(I)-CATALYZED REACTION OF TERMINAL ALKYNES WITH PHENYL SELENOCYANATE IN THE PRESENCE OF TRIETHYLAMIME. SYNTHESIS OF ALKYNYL SELENIDES¹
  作者：Shuji tomoda、Yoshito Takeuchi、Yujiro Nomura

  DOI：10.1246/cl.1982.253

  日期：1982.3.5

  Treatment of terminal alkynes with phenyl selenocyanate in dichloromethane in the presence of CuX(X=CN or Br) and triethylamine at room temperature gave 1-phenylseleno-1-alkynes in high yields.

  在室温下，在 CuX（X=CN 或 Br）和三乙胺的存在下，在二氯甲烷中用硒氰酸苯酯处理末端炔以高产率得到 1-苯基硒基-1-炔。
• TOMODA, SHUJI;TAKEUCHI, YOSHITO;NOMURA, YUJIRO, CHEM. LETT., 1982, N 3, 253-256
  作者：TOMODA, SHUJI、TAKEUCHI, YOSHITO、NOMURA, YUJIRO

  DOI：——

  日期：——
• THE REACTION OF TERMINAL ALKYNES WITH THE REAGENT PREPARED FROM BENZENESELENENYL BROMIDE AND SILVER NITRITE. NOVEL EFFICIENT SYNTHESIS OF 1-ALKYNYL PHENYL SELENIDES
  作者：Takashi Hayama、Shuji Tomoda、Yoshito Takeuchi、Yujiro Nomura

  DOI：10.1246/cl.1982.1249

  日期：1982.8.5

  1-Alkynyl phenyl selenides were synthesized in good yields by the reaction of 1-alkynes with a new reagent prepared from benzeneselenenyl bromide and silver nitrite.

  通过 1-炔烃与由苯硒基溴和亚硝酸银制备的新试剂反应，以良好的收率合成了 1-炔基苯基硒化物。
• Synthesis of (Z)-N-alkenyl-β-arylselanyl imidazoles via additive-free nucleophilic addition of imidazole to arylselanylalkynes
  作者：Liane K. Soares、Renata G. Lara、Raquel G. Jacob、Eder J. Lenardão、Diego Alves、Gelson Perin

  DOI：10.1016/j.tetlet.2013.12.058

  日期：2014.1

  We present herein our results on the nucleophilic addition of imidazole to a range of arylselanylalkynes by simple heating in DMF without any additives to give (Z)-1-(1-organyl-(2-arylselanyl)vinyl)-1H-imidazoles. The reactions were performed under mild conditions with a range of arylselanylalkynes in good yields and with high regio- and stereoselectivity to give the respective (Z)-arylselanyl alkene as the only isomer. (C) 2013 Elsevier Ltd. All rights reserved.