1H-Inden-3-yl N,N-diisopropylcarbamate | 256640-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1H-Inden-3-yl N,N-diisopropylcarbamate
• CAS: 256640-51-4
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: OKEPIPANDJEGOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 1H-Inden-3-yl N,N-diisopropylcarbamate 在 正丁基锂 、 鹰爪豆碱 作用下， 生成 Diisopropyl-carbamic acid 3-trimethylsilanyl-3H-inden-1-yl ester
  参考文献：
  名称：

  茚基酯可能用作过渡金属配合物的电子修饰环戊二烯基配体

  摘要：

  报道了两种新的茚基酯2-（2,4,6-三甲基苯甲酰氧基）茚（1）和2-（金刚烷酰氧基）茚（2）的制备。两种化合物都可以用烷基锂（例如n- BuLi）去质子化，并通过添加TMSCl或碘代甲烷捕获所得阴离子，使它们成为潜在的电子修饰的环戊二烯基配体类似物，可与过渡金属络合。

  DOI：

  10.1016/s0040-4039(02)00766-9
• 作为产物：
  描述：

  二异丙基甲胺酰氯 、 1-茚酮 在 2,4,6-三甲基吡啶 作用下， 反应 1.0h， 生成 1H-Inden-3-yl N,N-diisopropylcarbamate
  参考文献：
  名称：

  烯醇氨基甲酸酯的微波辅助无溶剂合成

  摘要：

  已开发出一种在无溶剂条件下通过微波辐射合成烯醇氨基甲酸酯的有效且简单的方法。该方法已应用于取代苯乙酮、环芳基酮和α-芳基酮。其主要优点是反应时间短、转化率高（硝基苯乙酮除外）以及该过程的环保性质。对于 α-芳基酮，该反应显示出区域选择性以提供共轭产物。

  DOI：

  10.1055/s-2007-985607

文献信息

• Experimental and Theoretical Investigations of Lithio-Indenyl Carbamate/(−)-Sparteine and (−)-α-Isosparteine Complexes
  作者：Thomas Heinl、Stefan Retzow、Dieter Hoppe、Gideon Fraenkel、Albert Chow

  DOI：10.1002/(sici)1521-3765(19991203)5:12<3464::aid-chem3464>3.0.co;2-q

  日期：1999.12.3

  1-Carbamoyloxy-1-lithio-indene complexes of (-)-sparteine and (-)-alpha-isosparteine 5/epi-5 and 6/epi-6 were prepared and found to be configurationally unstable on the macroscopic time scale. Ratios of epimers and the rates of interconversion, including some activation parameters, were determined by temperature-dependent line shape analysis in the H-1 NMR spectrum. The highest barrier for interconversion (Delta Delta H-not equal > 25 kcal mol(-1)) was recorded for the 2-methylindenide/(-)-sparteine complexes 5b/epi-5b, whereas the activation energy for the epimerisation of the indenide/(-)-a-isosparteine complex 6a/epi-6a is too low to be recorded by this method. Trapping of the lithium compounds 5/epi-5 and 6/epi-6 proceeds with methyl iodide in an anti-S-E' process. The obtained enantiomeric ratios correlate roughly with the observed epimeric ratios in the lithium intermediates. The absolute configurations of the methylation products 7c and 7d have been established by chemical correlation with the known (+)-(S)3-methyl-1H-indan-1-one. The ratios correspond well to those predicted by semiempirical PM3 calculations on the relative stability of the diastereomeric complexes.
• Indenyl esters as potential electronically modified cyclopentadienyl ligands for transition metal complexes
  作者：Reko Leino、Hendrik J.G. Luttikhedde、Lena Långstedt、Antti Penninkangas

  DOI：10.1016/s0040-4039(02)00766-9

  日期：2002.6

  preparation of two new indenyl esters 2-(2,4,6-trimethylbenzoyloxy)indene (1) and 2-(adamantanoyloxy)indene (2) is reported. Both compounds can be deprotonated with alkyllithiums such as n-BuLi and the resulting anions trapped by addition of TMSCl or iodomethane, rendering them as potential electronically modified cyclopentadienyl ligand analogues for complexation with transition metals.

  报道了两种新的茚基酯2-（2,4,6-三甲基苯甲酰氧基）茚（1）和2-（金刚烷酰氧基）茚（2）的制备。两种化合物都可以用烷基锂（例如n- BuLi）去质子化，并通过添加TMSCl或碘代甲烷捕获所得阴离子，使它们成为潜在的电子修饰的环戊二烯基配体类似物，可与过渡金属络合。
• Microwave-Assisted Solvent-Free Synthesis of Enol Carbamates
  作者：Julio Seijas、M. Vázquez-Tato、José Crecente-Campo

  DOI：10.1055/s-2007-985607

  日期：2007.9

  simple method for the synthesis of enol carbamates by irradiation with microwaves under solvent-free -conditions has been developed. The method has been applied to substituted acetophenones, cyclic aryl ketones and α-aryl ketones. Its main advantages are short reaction times, good conversions -except for nitro acetophenones, and the environmentally friendly nature of the process. For α-aryl ketones the

  已开发出一种在无溶剂条件下通过微波辐射合成烯醇氨基甲酸酯的有效且简单的方法。该方法已应用于取代苯乙酮、环芳基酮和α-芳基酮。其主要优点是反应时间短、转化率高（硝基苯乙酮除外）以及该过程的环保性质。对于 α-芳基酮，该反应显示出区域选择性以提供共轭产物。