diethyl 5,6-bis(hydroxymethyl)indane-2,2-dicarboxylate | 131389-15-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: diethyl 5,6-bis(hydroxymethyl)indane-2,2-dicarboxylate
• 英文别名: Diethyl 5,6-bis(hydroxymethyl)-1,3-dihydroindene-2,2-dicarboxylate
• CAS: 131389-15-6
• 化学式: C₁₇H₂₂O₆
• 分子量: 322.358
• InChiKey: UYOWAJIKHCHVIV-UHFFFAOYSA-N

物化性质

• 熔点：
  84-86 °C
• 沸点：
  452.6±40.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 5,6-bis(hydroxymethyl)indane-2,2-dicarboxylate 在 四丁基溴化铵 、 rongalite 、 三溴化磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 13.0h， 生成 Diethyl 6,6,7,7-tetracyano-1,3,5,8-tetrahydrocyclopenta[b]naphthalene-2,2-dicarboxylate
  参考文献：
  名称：

  Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels–Alder reaction

  摘要：

  We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.009
• 作为产物：
  描述：

  丙二酸二乙酯 在 四(三苯基膦)镍 sodium ethanolate 作用下， 以 四氢呋喃 为溶剂， 反应 19.5h， 生成 diethyl 5,6-bis(hydroxymethyl)indane-2,2-dicarboxylate
  参考文献：
  名称：

  Bhatarah, Parveen; Smith, Edward H., Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2603 - 2606

  摘要：

  DOI：

文献信息

• A Highly Practical <i>Instant</i> Catalyst for Cyclotrimerization of Alkynes to Substituted Benzenes
  作者：Naoko Saino、Fumihiro Amemiya、Emi Tanabe、Kouki Kase、Sentaro Okamoto

  DOI：10.1021/ol0602295

  日期：2006.3.1

  see text] A 2-(2,6-diisopropylphenyl)iminomethylpyridine (1a)/CoCl(2).6H(2)O/Zn reagent has been developed as an effective instant catalyst for the intra- and intermolecular cyclotrimerization of alkynes to substituted benzenes, making the method extremely practical since the reagent, 1a/CoCl(2).6H(2)O/Zn, is inexpensive and easy to handle and the reaction is less sensitive to moisture and is reasonably

  [反应：见正文] 2-（2,6-二异丙基苯基）亚氨基甲基吡啶（1a）/ CoCl（2）.6H（2）O / Zn试剂已被开发为一种有效的即时催化剂，用于分子内和分子间环三聚炔烃与取代的苯反应，使该方法极为实用，因为1a / CoCl（2）.6H（2）O / Zn试剂价格低廉且易于处理，并且反应对水分的敏感性较低，并且反应一般。
• Chiral N-phosphino sulfinamide ligands in rhodium(I)-catalyzed [2+2+2] cycloaddition reactions
  作者：Sandra Brun、Magda Parera、Anna Pla-Quintana、Anna Roglans、Thierry León、Thierry Achard、Jordi Solà、Xavier Verdaguer、Antoni Riera

  DOI：10.1016/j.tet.2010.09.009

  日期：2010.11

  combination of cationic rhodium(I) complexes with N-phosphino tert-butylsulfinamides (PNSO) ligands is efficient for catalytic intra- and intermolecular [2+2+2] cycloaddition reactions. PNSO ligands are a new class of chiral bidentate ligands, which have the characteristic of combining the easily accessible sulfur chirality with the coordinating capacity of phosphorous. Cycloaddition of open-chained and

  阳离子铑（I）配合物与所述组合Ñ膦基叔-butylsulfinamides（PNSO）配体是有效的催化分子内和分子间的[2 + 2 + 2]环加成反应。PNSO配体是一类新的手性双齿配体，其特征是结合了易于获得的硫手性和磷的配位能力。已证明开环和大环E-烯二炔与这些手性配合物的环加成在收率方面是高效的，给出了适度的对映体过量的相应环己二烯衍生物。另外，Rh（I）/ PNSO配合物在温和的反应条件和较短的反应时间下催化二炔与单炔的分子间环加成反应。
• PROCESS FOR PRODUCTION OF SUBSTITUTED BENZENE
  申请人：Okamoto Sentaro

  公开号：US20100168441A1

  公开（公告）日：2010-07-01

  Disclosed is a process for production of a substituted benzene, which comprises intramolecularly and/or intermolecularly trimerizing a triple bond in an alkyne in the presence of a transition metal catalyst to yield a substituted benzene compound. In the process, the transition metal catalyst is prepared from an iminomethylpyridine represented by the formula (1) or (2), a transition metal salt or a hydrate thereof, and a reducing agent in a reaction system and is used to perform the trimerization. The process can be used in any one of the intramolecular cyclization of a triyne compound, the cyclization of a diyne compound or an alkyne compound and the intermolecular cyclization of three molecules of an alkyne compound, is excellent in economic effectiveness and operability, and is practically advantageous. wherein R 1 and R 3 independently represent a linear or cyclic C 1 -C 20 aliphatic hydrocarbon group or the like; R 2 represents a hydrogen atom or the like; X represents a hydrogen atom, O or the like; and Y represents O, S or the like.

  揭示了一种生产取代苯的过程，包括在过渡金属催化剂存在下，使炔烃中的三键进行分子内和/或分子间三聚化，从而产生取代苯化合物。在该过程中，过渡金属催化剂由式（1）或（2）表示的亚甲基吡啶胺、过渡金属盐或其水合物以及还原剂在反应系统中制备，并用于进行三聚化反应。该过程可用于三炔化合物的分子内环化、双炔化合物或炔烃的环化，以及三分子炔烃的分子间环化，具有经济效益和操作性优越，并在实际中具有优势。其中，R1和R3独立表示线性或环状的C1-C20脂肪烃基或类似物；R2表示氢原子或类似物；X表示氢原子、氧或类似物；Y表示氧、硫或类似物。
• Bhatarah, Parveen; Smith, Edward H., Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2603 - 2606
  作者：Bhatarah, Parveen、Smith, Edward H.

  DOI：——

  日期：——
• BHATARAH, PARVEEN;SMITH, EDWARD H., J. CHEM. SOC. PERKIN TRANS. PT 1 ,(1990) N, C. 2603-2606
  作者：BHATARAH, PARVEEN、SMITH, EDWARD H.

  DOI：——

  日期：——