isopropyl-2,3-dihydro-1H-indene-1-carboxylate | 214461-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: isopropyl-2,3-dihydro-1H-indene-1-carboxylate
• 英文别名: propan-2-yl 2,3-dihydro-1H-indene-1-carboxylate
• CAS: 214461-31-1
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: KJYJILLJOYVBKB-UHFFFAOYSA-N

物化性质

• 沸点：
  284.0±19.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  isopropyl-2,3-dihydro-1H-indene-1-carboxylate 在 chiral-plannar ferrocenyl derivative 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 1-Acetyl-indan-1-carboxylic acid isopropyl ester
  参考文献：
  名称：

  Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals

  摘要：

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

  DOI：

  10.1021/ja043832w
• 作为产物：
  描述：

  3-羰基-1-茚酸 在 硫酸 、 magnesium sulfate 盐酸 、 mercury dichloride 、 锌 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 isopropyl-2,3-dihydro-1H-indene-1-carboxylate
  参考文献：
  名称：

  Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals

  摘要：

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

  DOI：

  10.1021/ja043832w

文献信息

• Ester Formation via Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Chloroformates
  作者：Min Zheng、Weichao Xue、Teng Xue、Hegui Gong

  DOI：10.1021/acs.orglett.6b03158

  日期：2016.12.2

  The synthesis of alkyl esters from readily available alkyl halides and chloroformates was achieved for the first time using a mild Ni-catalyzed reductive coupling protocol. Unactivated primary and secondary alkyl iodides as well as glycosyl, benzyl, and aminomethyl halides were successfully employed to yield products in moderate to excellent yields with high functional group tolerance.

  使用温和的Ni催化还原偶联协议首次实现了从容易获得的烷基卤化物和氯甲酸酯合成烷基酯。未活化的伯和仲烷基碘化物以及糖基，苄基和氨基甲基卤化物已成功用于以中等到极好的收率生产具有高官能团耐受性的产品。
• Regioselective synthesis of 2-arylpropionic esters by palladium-catalyzed hydroesterification of styrene derivatives in molten salt media
  作者：Danilo Zim、Roberto F. de Souza、Jairton Dupont、Adriano L. Monteiro

  DOI：10.1016/s0040-4039(98)01551-2

  日期：1998.9

  The palladium-catalyzed hydroesterification of styrene derivatives is performed in a two-phase system composed of 1-n-butyl-3-methylimidazoliumtetrafluoroborate salt (ionic phase) and isopropanol/cyclohexane (organic phase). Very high regioselectivities in 2-arylpropionic esters (≥99.5%) are obtained using a catalytic system composed of PdCl2(PhCN)2, (+)-neomenthyldiphenylphosphine (NMDPP) and p-toluenesulfonic

  苯乙烯衍生物的钯催化加氢酯化反应是在由1-正丁基-3-甲基咪唑鎓四氟硼酸盐（离子相）和异丙醇/环己烷（有机相）组成的两相体系中进行的。使用由PdCl 2（PhCN）2，（+）-新戊基二苯基膦（NMDPP）和对甲苯磺酸组成的催化体系，在温和的反应条件下（10个大气压和70个大气压），可以在2-芳基丙酸酯中获得很高的区域选择性（≥99.5％）。°C）。