3-(2-iodophenoxy)propan-1-ol | 145073-41-2

• 英文名称: 3-(2-iodophenoxy)propan-1-ol
• CAS: 145073-41-2
• 化学式: C₉H₁₁IO₂
• 分子量: 278.09
• InChiKey: HWFSRLKTXINRCU-UHFFFAOYSA-N

物化性质

• 沸点：
  331.9±22.0 °C(Predicted)
• 密度：
  1.674±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-iodophenoxy)propan-1-ol 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium azide 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-[2-(3-Azidopropoxy)phenyl]ethynyl-trimethylsilane
  参考文献：
  名称：

  Microwave assisted synthesis of triazolobenzoxazepine and triazolobenzoxazocine heterocycles

  摘要：

  Intramolecular click chemistry was utilized to effect synthesis of the benzofused, triazole ring systems. The trimethylsilyl group was found to impede the reaction progress, and therefore, conditions employing in situ removal of the TMS group coupled with microwave irradiation give the penultimate targets with good conversion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.065
• 作为产物：
  描述：

  2-碘苯酚 、 3-氯-1-丙醇 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 3-(2-iodophenoxy)propan-1-ol
  参考文献：
  名称：

  Microwave assisted synthesis of triazolobenzoxazepine and triazolobenzoxazocine heterocycles

  摘要：

  Intramolecular click chemistry was utilized to effect synthesis of the benzofused, triazole ring systems. The trimethylsilyl group was found to impede the reaction progress, and therefore, conditions employing in situ removal of the TMS group coupled with microwave irradiation give the penultimate targets with good conversion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.065

文献信息

• Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines
  作者：Summer D. Laffoon、Zhao Wu、Kami L. Hull

  DOI：10.1039/c8cc02612b

  日期：——

  Allylic amines are converted to chiral, β-branched esters under rhodium catalysis in the presence of alcohol nucleophiles. Allylic amines with aliphatic and aromatic vinylic substituents are converted to ester products with excellent enantioselectivities in all cases. Several alcohol nucleophiles have been utilized in the reaction including 1° and 2° derivatives.

  在醇亲核试剂存在下，在铑催化下，烯丙胺转化为手性β-支链酯。在所有情况下，具有脂肪族和芳香族乙烯基取代基的烯丙基胺均被转化为具有优异对映选择性的酯产物。反应中已使用了几种醇亲核试剂，包括1°和2°衍生物。
• Copper‐Catalyzed Dynamic Kinetic C−P Cross‐Coupling/Cyclization for the Concise Asymmetric Synthesis of Six‐, Seven‐ and Eight‐Membered <i>P</i> ‐Stereogenic Phosphorus Heterocycles
  作者：Yanli Li、Xiao Jin、Peng Liu、Haijuan Zhang、Xiuling Yu、Yanjuan Liu、Baixue Liu、Wenqiang Yang

  DOI：10.1002/anie.202117093

  日期：2022.6.13

  A catalytic asymmetric P-arylation of H-phosphinate was developed via an interesting dynamic kinetic asymmetric transformation. The copper-catalyzed dynamic kinetic C−P cross-coupling/cyclization provides a general method for the highly enantioselective synthesis of P-stereogenic P-heterocycles. The copper complex was responsible for the racemization of the H-phosphinates. H-Phenylphosphinates, H-alkenylphosphinate

  H-次膦酸盐的催化不对称P-芳基化是通过有趣的动态动力学不对称转化开发的。铜催化的动态动力学 C-P 交叉偶联/环化为P-立体 P-杂环的高对映选择性合成提供了一种通用方法。铜络合物负责H-次膦酸盐的消旋化。对H-苯基次膦酸盐、H-烯基次膦酸盐和H-烷基次膦酸盐进行了检查，并以高产率和高 ee 值交付了产品。
• The gas-phase Smiles rearrangement the effect of ring substitution. An18O labelling study
  作者：Peter C. H. Eichinger、John H. Bowie

  DOI：10.1002/oms.1210271007

  日期：1992.10

  AbstractThe gas‐phase Smiles reaction of RC6H4O(CH2)nO−(n = 2 or 3) is an ipso rearrangement which is strongly influenced by the nature of the substituent R. Electron‐withdrawing groups enhance the rearrangement. When the substituent R is halogen or MeO, and occupies the ortho position, ortho cyclization competes with the Smiles rearrangement.
• [EN] PROCESS FOR PREPARING CYCLIC CHIRAL AMINES AND ALCOHOLS BY INTRAMOLECULAR CATALYTIC ARYLATION OF BORONIC ACID OR ESTER ALDEHYDES AND IMINE SUBSTRATES<br/>[FR] PROCÉDÉ DE PRÉPARATION D'AMINES ET D'ALCOOLS CHIRAUX CYCLIQUES PAR ARYLATION CATALYTIQUE INTRAMOLÉCULAIRE DE SUBSTRATS D'ACIDE BORONIQUE, D'ESTER ALDÉHYDES ET D'IMINE
  申请人：UNIV ÉVORA

  公开号：WO2015033261A1

  公开（公告）日：2015-03-12

  The present application provides a catalytic process which involves the cyclization of a novel catalytic intramolecular arylation process that involves boronic acid or ester aldehydes or imines substrates, of formula (I) and (II), to afford cyclic chiral alcohols or amines, of formula (VI) and (VII), respectably. The present application also describes the preparation of the substrates of formula (I) and (II) from simple commercial raw materials by efficient processes, some of which are catalytic.