3-tert-butyl-1H-isoselenochromene | 220798-73-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3-tert-butyl-1H-isoselenochromene
• CAS: 220798-73-2
• 化学式: C₁₃H₁₆Se
• 分子量: 251.23
• InChiKey: IYLVGNHEGXLXHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-tert-butyl-1H-isoselenochromene 在 trityl tetrafluoroborate 作用下， 以 乙醚 、 硝基甲烷 为溶剂， 生成 3-tert-butyl-1-ethyl-1H-isoselenochromene
  参考文献：
  名称：

  Reaction of 2-Benzoselenopyrylium Salts with Nucleophiles: Formation of 1-Functionalized Isoselenochromenes

  摘要：

  1-Unsubstituted isoselenochromenes (3) were converted into the 2-benzoselenopyrylium salts (4) by treatment with Ph3C+BF4- and the reaction of the salts (4) with several nucleophilic reagents (alcohol, amine, cyanide, acetone, and Grignard reagents) afforded the corresponding 1-functionalized isoselenochromenes (5-9) in high yields, respectively. 1-Alkyl- and 1-phenyl-2-benzoselenopyrylium salts (10) were also obtained from 9.

  DOI：

  10.3987/com-98-8384
• 作为产物：
  描述：

  2-(3,3-dimethyl-1-butynyl)benzyl alcohol 在 吡啶 、 sodium hydrogen selenide 、 三溴化磷 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 3-tert-butyl-1H-isoselenochromene
  参考文献：
  名称：

  含碲杂环的研究。第18部分。2-苯并金属吡啶鎓盐和2-苯并硒化吡啶鎓盐的制备和结构

  摘要：

  邻乙炔基苄基碲5A和邻乙炔基苄基硒醇5B的区域选择性和立体特异性分子内闭环反应，很容易通过邻乙炔基苄基溴化物4与碲化氢钠（NaHTe）或硒化氢钠（NaHSe）的反应而产生，分别与（Z）-1-亚甲基-2-telluraindans 7A和（Z）-1-亚甲基-2-硒代茚满7B一起生产了异硫代色酮6A和异硒烯色酮6B。获得的异色素 通过用下述方法处理，将6A和6B转化成相应的2-苯并碲并四氟硼酸根9A和2-苯并硒化吡啶并四氟硼酸根9B。四氟硼酸三苯基碳鎓（PH 3 Ç + BF 4 -分别以优良产率）。X射线的结构分析叔丁基还描述了衍生物9Ac和9Bc。

  DOI：

  10.1039/b111045b

文献信息

• Studies on Tellurium-Containing Heterocycles. Part 20. Reactions of 2-Benzoselenopyrylium Salts and 2-Benzotelluropyrylium Salts with Nucleophiles: Formation of 1-Functionalized 1H-Isoselenochromenes and 1H-Isotellurochromenes
  作者：Haruki Sashida、Kazuo Ohyanagi

  DOI：10.1248/cpb.52.57

  日期：——

  were produced by the reaction of the salts 1 with Grignard reagents, were converted to the corresponding 1,3-disubstituted 2-benzopyrylium salts (14-17, 19) by treatment with triphenylcarbenium tetrafluoroborate (Ph(3)C(+) BF(4)(-)), respectively. The 1-benzylselenopyrylium salts (19A) and 1-benzyltelluropyrylium salts (19B) exist in the solvent as an equilibrium mixture of the salts (19) and the corresponding

  研究了2-苯并硒基吡啶鎓（1A）和2-苯并碲基吡啶鎓阳离子（1B）与各种亲核试剂的反应。LiAlH（4），醇钠（NaOMe，NaOi-Pr和NaOt-Bu），二乙胺，正丁胺和丙酮与1反应生成1H-异色酮（2）和相应的1取代的产物（4-9）在温和条件下几乎可以达到高产。通过盐1与格利雅试剂反应生成的1-烷基（苯基）异硒烯二酮（10-13）和1-苄基异铬烯酮（18A，18B）被转化为相应的1,3-二取代的2-苯并吡啶鎓分别用四氟硼酸三苯基碳鎓（Ph（3）C（+）BF（4）（-））处理盐（14-17，19）。
• Studies on chalcogen-containing heterocycles. Part 37: m-CPBA oxidation of isotellurochromenes and isoselenochromenes
  作者：Haruki Sashida、Mamoru Kaname、Kazuo Ohyanagi、Mao Minoura

  DOI：10.1016/j.tet.2012.07.023

  日期：2012.12

  The oxidation of the 1-unsubstituted isotellurochromenes and isoselenochromenes with m-CPBA resulted in a novel ring-opening reaction to give the o-formyl distyryl ditellurides and diselenides as the sole products in good yields, respectively. The o-benzoyl distyryl ditelluride and diselenide were also produced from the corresponding 1-phenylisochromenes. In contrast, the 1-benzyl and 1-n-butylisochromenes were oxidized to afford the (Z)-1-benzylideneisochromenes and (Z)-1-butylideneisochromenes under similar conditions; no distyryl compounds were obtained. The distyryl compounds were also obtained by the hydrolysis of the corresponding 2-benzochalcogenopyrylium salts, which were easily converted from the 2-benzoisochromenes by treatment with triphenylcarbenium tetrafluoroborate (Ph3C+BF4-). (C) 2012 Elsevier Ltd. All rights reserved.
• Studies on tellurium-containing heterocycles. Part 18.1 Preparation and structure of 2-benzotelluropyrylium salts and 2-benzoselenopyrylium salts
  作者：Haruki Sashida、Kazuo Ohyanagi、Mao Minoura、Kin-ya Akiba

  DOI：10.1039/b111045b

  日期：2002.2.22

  The regioselective and stereospecific intramolecular ring closure reactions of o-ethynylbenzyl tellurols 5A and o-ethynylbenzyl selenols 5B, which were readily generated by the reaction of the o-ethynylbenzyl bromides 4 with sodium hydrogen telluride (NaHTe) or sodium hydrogen selenide (NaHSe), produced the isotellurochromenes 6A and isoselenochromenes 6B together with (Z)-1-methylidene-2-telluraindans

  邻乙炔基苄基碲5A和邻乙炔基苄基硒醇5B的区域选择性和立体特异性分子内闭环反应，很容易通过邻乙炔基苄基溴化物4与碲化氢钠（NaHTe）或硒化氢钠（NaHSe）的反应而产生，分别与（Z）-1-亚甲基-2-telluraindans 7A和（Z）-1-亚甲基-2-硒代茚满7B一起生产了异硫代色酮6A和异硒烯色酮6B。获得的异色素 通过用下述方法处理，将6A和6B转化成相应的2-苯并碲并四氟硼酸根9A和2-苯并硒化吡啶并四氟硼酸根9B。四氟硼酸三苯基碳鎓（PH 3 Ç + BF 4 -分别以优良产率）。X射线的结构分析叔丁基还描述了衍生物9Ac和9Bc。
• Reaction of 2-Benzoselenopyrylium Salts with Nucleophiles: Formation of 1-Functionalized Isoselenochromenes
  作者：Haruki Sashida、Kazuo Ohyanagi

  DOI：10.3987/com-98-8384

  日期：——

  1-Unsubstituted isoselenochromenes (3) were converted into the 2-benzoselenopyrylium salts (4) by treatment with Ph3C+BF4- and the reaction of the salts (4) with several nucleophilic reagents (alcohol, amine, cyanide, acetone, and Grignard reagents) afforded the corresponding 1-functionalized isoselenochromenes (5-9) in high yields, respectively. 1-Alkyl- and 1-phenyl-2-benzoselenopyrylium salts (10) were also obtained from 9.