2-环己基-2,3-二氢-1H-异吲哚 | 117135-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-环己基-2,3-二氢-1H-异吲哚
• 英文名称: 2-cyclohexyl-isoindoline
• 英文别名: 2-Cyclohexyl-isoindolin；2-Cyclohexyl-2,3-dihydro-1H-isoindole；2-cyclohexyl-1,3-dihydroisoindole
• CAS: 117135-94-1
• 化学式: C₁₄H₁₉N
• mdl: MFCD04475469
• 分子量: 201.312
• InChiKey: BZMWURMWIVLKQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-环己基-2,3-二氢-1H-异吲哚 在 亚硝酸特丁酯 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-cyclohexyl-3-hydroxy-1-isoindolinone
  参考文献：
  名称：

  叔丁基亚硝酸盐（TBN）引发的自由基sp3 C–H活化继电器（CHAR）实现的异吲哚啉的氧化脱敏

  摘要：

  TBN引发的自由基sp 3 C–H活化继电器（CHAR）实现了异吲哚啉的氧化脱对称，从而以高收率提供了一系列ω-羟基内酰胺。该反应表现出广泛的底物范围和官能团耐受性，甚至N-烷基异二氢吲哚也可以被很好地耐受。机理研究表明，C–H键氧化，双氧捕集和分子内1,5-H移位可能是实现氧化脱对称的关键步骤。

  DOI：

  10.1055/s-0040-1706010
• 作为产物：
  描述：

  环己酮 在 sodium hydroxide 、 甲酸 、 甲苯 作用下， 生成 2-环己基-2,3-二氢-1H-异吲哚
  参考文献：
  名称：

  Wegler; Frank, Chemische Berichte, 1937, vol. 70, p. 1279,1285

  摘要：

  DOI：

文献信息

• Aqueous N-Heterocyclization of Primary Amines and Hydrazines with Dihalides:  Microwave-Assisted Syntheses of <i>N</i>-Azacycloalkanes, Isoindole, Pyrazole, Pyrazolidine, and Phthalazine Derivatives
  作者：Yuhong Ju、Rajender S. Varma

  DOI：10.1021/jo051878h

  日期：2006.1.1

  The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in an alkaline aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodology provides a simple C C and straightforward one-pot approach to the synthesis of a variety of heterocycles, such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted 2,3-diliydro-1H-isoindoles. 4,5-dihydropyrazoles, pyrazolidines, and 1,2-dihydrophthalazines.
• Scale-Up of the Green Synthesis of Azacycloalkanes and Isoindolines under Microwave Irradiation
  作者：T. Michael Barnard、Grace S. Vanier、Michael J. Collins

  DOI：10.1021/op0601722

  日期：2006.11.1

  A green approach to N-heterocyclization reactions ranging in scale from 20 mmol to 1 mol performed under microwave irradiation in open vessels has been investigated. By using water as the solvent and no transition metal catalysts, N-heterocycles are formed in a fraction of the time needed for conventional synthesis of these compounds. The obtained yields indicate that reactions can be performed at atmospheric pressure using the same reaction conditions as the corresponding sealed-vessel reactions. Single-mode and multimode microwave cavities have been used for open-vessel synthesis without changing reaction times producing similar yields.
• ASYMMETRIC UREA COMPOUNDS AND PROCESS FOR PRODUCING ASYMMETRIC COMPOUNDS BY ASYMMETRIC CONJUGATE ADDITION REACTION USING THE SAME AS CATALYST
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1640361B1

  公开（公告）日：2015-05-27
• KREHER, RICHARD P.;SEUBERT, JURGEN;SCHMITT, DIETER;USE, GOTZ;KOHL, NORBER+, CHEM.-ZTG., 112,(1988) N 3, 85-92
  作者：KREHER, RICHARD P.、SEUBERT, JURGEN、SCHMITT, DIETER、USE, GOTZ、KOHL, NORBER+

  DOI：——

  日期：——