Phenanthrene-2-sulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: Phenanthrene-2-sulfonamide
• 英文别名: phenanthrene-9-sulfonamide；Phenanthren-9-sulfonamid
• 化学式: C₁₄H₁₁NO₂S
• 分子量: 257.313
• InChiKey: ZNAJHXWUDJNQTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Trimethyl-phenanthren-9-yl-stannane 在 水 作用下， 以 二氯甲烷 为溶剂， 生成 Phenanthrene-2-sulfonamide
  参考文献：
  名称：

  Tin for organic synthesis. 10. Unconventional regiospecific syntheses of aromatic carbonamides and thiocarbonamides by means of tin-mediated Friedel-Crafts reactions

  摘要：

  Friedel-Crafts reactions of stannylarenes 1 with tosyl isocyanate (TsNCO, 2) give N-tosylcarbonamides 3 via ipso substitution of the stannyl group. Thus, unconventionally substituted aromatic carbonamides can be obtained. The combination of the reaction of 1 and 2 with that of 1 and chlorosulfonyl isocyanate (14) allows one-pot syntheses of N-(arylsulfonyl)-substituted aromatic carbonamides with optional substitution patterns on both aromatic rings. The known ipso-specific substitutions of stannylarenes with 14 are extended to bi- and tricyclic arenes as well as to thiophenes 6 and 22. One stannyl group can serve as a leaving group for two aromatic systems, as shown with diaryldialkyltins 29. Also, stannylalkanes such as 27 react with 14 to afford alkylsulfonyl isocyanates and products of further reactions, such as 28. From the reactions of 1 with ethoxycarbonyl isothiocyanate (32), ortho- and meta-substituted aromatic thiocarbonamides 33 which are potential precursors for further syntheses, are accessible. The scope, limitations, and mechanism of these electrophilic substitutions are outlined.

  DOI：

  10.1021/jo00077a020

文献信息

• Process for Producing Optically Active Chromene Oxide Compound
  申请人：Kondo Shoichi

  公开号：US20090043100A1

  公开（公告）日：2009-02-12

  [Problems] To provide an efficient process for producing an optically active chromene oxide compound which is an important intermediate for a benzopyran compound effective in the treatment of arrhythmia. [Means For Solving Problems] The process for producing an optically active chromene oxide compound comprises using an optically active titanium complex represented by, e.g., the formula (1) or (2) as a catalyst to asymmetrically oxidize an optically active chromene compound with high enantioselectivity in high chemical yield.

  [问题] 提供一种高效的生产光学活性的色兰氧化合物的方法，该化合物是治疗心律失常的苯并吡喃化合物的重要中间体。 [解决问题的方法] 生产光学活性的色兰氧化合物的方法包括使用光学活性钛配合物作为催化剂，例如使用公式（1）或（2）表示的光学活性钛配合物，以高对映选择性和高化学收率不对称氧化光学活性的色兰化合物。
• PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE EPOXY COMPOUND
  申请人：Kondo Shoichi

  公开号：US20100081808A1

  公开（公告）日：2010-04-01

  [Problems] To provide an efficient process for producing an optically active epoxy compound. [Means For Solving Problems] The process for producing an optically active epoxy compound comprises asymmetrically epoxidizing an unsaturated compound with an oxidizing agent in the presence of an optically active titanium-salen complex, an optically active titanium-salalen complex or an optically active titanium-salan complex, with addition of a buffering agent or a buffer solution. The process can inhibit catalyst degradation, reduce the amount of the catalyst used in the reaction, and inhibit a by-product, compared with the prior art, and can provide an optically active epoxy compound in high chemical yield and optical yield and with high quality, and therefore is an industrially useful process.

  [问题] 提供一种高效生产光学活性环氧化合物的过程。 [解决问题的方法] 生产光学活性环氧化合物的过程包括在存在光学活性钛-萨伦配合物、光学活性钛-萨来伦配合物或光学活性钛-萨兰配合物的情况下，加入缓冲剂或缓冲溶液，使用氧化剂不对称环氧化不饱和化合物。该过程可以抑制催化剂降解，减少反应中使用的催化剂量，并抑制副产物，与先前的技术相比，可以在高化学收率和光学收率以及高质量下提供光学活性环氧化合物，因此是一种有用的工业过程。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE CHROMENE OXIDE COMPOUND
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP2003135A2

  公开（公告）日：2008-12-17

  [PROBLEMS] To provide an efficient process for producing an optically active chromene oxide compound which is an important intermediate for a benzopyran compound effective in the treatment of arrhythmia. [MEANS FOR SOLVING PROBLEMS] The process for producing an optically active chromene oxide compound comprises using an optically active titanium complex represented by, e.g., the formula (1) or (2) as a catalyst to asymmetrically oxidize an optically active chromene compound with high enantioselectivity in high chemical yield.

  [问题] 提供一种生产光学活性氧化亚铬化合物的高效工艺，该化合物是有效治疗心律失常 的苯并吡喃化合物的重要中间体。 [解决问题的方法] 生产光学活性氧化亚铬化合物的工艺包括使用由例如式 (1) 或 (2) 表示的光学活性钛络合物 作为催化剂，以高对映选择性和高化学收率不对称地氧化光学活性色烯化合物。
• Sandqvist, Justus Liebigs Annalen der Chemie, 1912, vol. 392, p. 77
  作者：Sandqvist

  DOI：——

  日期：——
• US8394974B2
  申请人：——

  公开号：US8394974B2

  公开（公告）日：2013-03-12