(2,3-dihydro-1H-inden-1-yl) (phenyl) sulfide | 103394-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (2,3-dihydro-1H-inden-1-yl) (phenyl) sulfide
• 英文别名: (2,3-dihydro-1H-inden-1-yl)(phenyl)sulfane；1-indanyl(phenyl)sulfane；1-phenylthioindan；Phenyl--sulfid；1-phenylsulfanyl-2,3-dihydro-1H-indene
• CAS: 103394-88-3
• 化学式: C₁₅H₁₄S
• 分子量: 226.342
• InChiKey: DMVQUBBKIOBMQE-UHFFFAOYSA-N

物化性质

• 沸点：
  127-128 °C(Press: 2 Torr)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  (2,3-dihydro-1H-inden-1-yl) (phenyl) sulfide 在 双氧水 、 乙酸酐 、 溶剂黄146 作用下， 反应 72.0h， 生成 Phenyl--sulfon
  参考文献：
  名称：

  Notes- Organic Sulfur Compounds. II. Synthesis of Indanyl Aryl Sulfides, Sulfoxides, and Sulfones

  摘要：

  DOI：

  10.1021/jo01073a614
• 作为产物：
  描述：

  1-[(苯基硫代)甲基]-1H-苯并三唑 在 正丁基锂 、 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 (2,3-dihydro-1H-inden-1-yl) (phenyl) sulfide
  参考文献：
  名称：

  Katritzky, Alan R.; Yang, Zhijun; Lam, Jamshed N., Heterocycles, 1993, vol. 36, # 6, p. 1367 - 1373

  摘要：

  DOI：

文献信息

• Lithium-Catalyzed Thiol Alkylation with Tertiary and Secondary Alcohols: Synthesis of 3-Sulfanyl-Oxetanes as Bioisosteres
  作者：Rosemary A. Croft、James J. Mousseau、Chulho Choi、James A. Bull

  DOI：10.1002/chem.201705576

  日期：2018.1.19

  inexpensive Li catalyst enables chemoselective C-OH activation and thiol alkylation. Oxetane sulfides are formed from various thiols providing novel motifs in new chemical space and specifically as bioisosteres for thioesters due to their similar shape and electronic properties. Under the same conditions, various π-activated secondary and tertiary alcohols are also successful. Derivatization of the oxetane

  3-硫烷基-氧杂环丁烷被认为是硫酯或苯硫醚的有前途的新型生物电子等排替代品。一种温和且廉价的 Li 催化剂以 oxetan-3-ols 为原料，能够实现化学选择性 C-OH 活化和硫醇烷基化。氧杂环丁烷硫化物由各种硫醇形成，在新的化学空间中提供新颖的基序，并且由于其相似的形状和电子特性，特别是作为硫酯的生物等排体。在相同条件下，各种π活化的仲醇和叔醇也获得了成功。氧杂环丁烷硫化物连接体的衍生化提供了更多新颖的氧杂环丁烷类别和结构单元。氧杂环丁烷化合物与选定的羰基和亚甲基类似物的关键物理化学性质的比较表明，这些基序适合纳入药物发现工作。
• Sulfonium ylide formation and subsequent C S bond cleavage of aromatic isopropyl sulfide catalyzed by hemin in aqueous solvent
  作者：Xiaojing Yan、Chang Li、Xiaofei Xu、Quan He、Xiaoyong Zhao、Yuanjiang Pan

  DOI：10.1016/j.tet.2019.04.035

  日期：2019.6

  Heme is an abundant and widely existed cofactor for a variety of metalloenzymes, whose broader use is generally impeded by its high instability and poor solubility. Here we report an environment-benign and efficient strategy for the sulfonium ylide formation and subsequent CS bond cleavage of aromatic isopropyl sulfides, which was catalyzed by hemin in assistance of Triton X-100. This aqueous catalytic

  血红素是多种金属酶的丰富且广泛存在的辅助因子，其高不稳定性和差的溶解性通常阻碍了其广泛应用。在这里，我们报告了叶立德形成和随后的芳香族异丙基硫醚的C S键裂解的环境友好且有效的策略，该策略由血红素在Triton X-100的协助下催化。该水性催化体系对多种硫化物和重氮酯表现出良好的官能团耐受性。在设计反应的基础上，初步提出了反应机理。此外，C S键的断裂随后将官能酯基引入芳族硫醚中，将来可能会被用于有机硫药物的后期官能化（LSF）。
• Gold(I)-Mediated Hydrothiolation of Conjugated Olefins
  作者：Chuan He、Chad Brouwer、Ronald Rahaman

  DOI：10.1055/s-2007-984519

  日期：2007.7

  Thiol additions to conjugated olefins were catalyzed by Ph 3 PAuBF 4 with excellent yields at room temperature. A variety of functionalized thiols, with both electron-donating and electron-withdrawing substituents, are compatible with this system. Hydrothiolations of 1,3-cyclohexadiene were also achieved in similar yields at 50 °C.

  Ph 3 PAuBF 4 催化硫醇加成到共轭烯烃，在室温下产率极好。各种具有给电子和吸电子取代基的官能化硫醇都与该系统兼容。1,3-环己二烯的氢硫醇化也在 50 °C 下以相似的产率实现。
• Regioselective Cobalt-Catalyzed Addition of Sulfides to Unactivated Alkenes
  作者：Vinay Girijavallabhan、Carmen Alvarez、F. George Njoroge

  DOI：10.1021/jo201016z

  日期：2011.8.5

  A novel method to synthesize tertiary alkyl/aryl sulfides in a mild and regioselective manner from unactivated alkenes using cobalt catalysis is described. The methodology is compatible with sensitive functionalities and is successful with several different types of alkenes and sulfides.

  描述了一种使用钴催化以温和和区域选择性的方式从未活化的烯烃合成叔烷基/芳基硫醚的新方法。该方法与敏感的功能兼容，并成功用于几种不同类型的烯烃和硫化物。
• Iodine-catalyzed addition of aromatic mercaptans to indene
  作者：Zubaidha K. Pudukulathan、Anjaneyulu Kasa

  DOI：10.1080/17415993.2012.660941

  日期：2012.4.1

  Molecular iodine catalysis of additions of various substituted thiophenols to indene to afford the corresponding sulfides in good yields under mild conditions is reported. The regioselectivity of addition can be fine-tuned by modifying the reaction conditions, and the addition can also be effected under solvent-free conditions.[GRAPHICS].