(4R)-2-(2-iodophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole | 174770-49-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R)-2-(2-iodophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole
• CAS: 174770-49-1
• 化学式: C₁₅H₁₂INO
• 分子量: 349.171
• InChiKey: WETOVIQWBQGOAH-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4R)-2-(2-iodophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以76%的产率得到(4R)-2-(2-iodylphenyl)-4-phenyl-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  Asymmetric Oxidation of o-Alkylphenols with Chiral 2-(o-Iodoxyphenyl)-oxazolines

  摘要：

  A new class of chiral iodine(V) derivatives has been prepared. These compounds have been found to transform ortho-alkylphenols into ortho-quinol Diels-Alder dimers with significant levels of asymmetric induction.

  DOI：

  10.1021/ol8029092
• 作为产物：
  描述：

  N-[(1R)-2-hydroxy-1-phenylethyl]-2-iodobenzamide 在 copper(II) bis(trifluoromethanesulfonate) 、 N,N'-二异丙基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以75%的产率得到(4R)-2-(2-iodophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  Asymmetric Oxidation of o-Alkylphenols with Chiral 2-(o-Iodoxyphenyl)-oxazolines

  摘要：

  A new class of chiral iodine(V) derivatives has been prepared. These compounds have been found to transform ortho-alkylphenols into ortho-quinol Diels-Alder dimers with significant levels of asymmetric induction.

  DOI：

  10.1021/ol8029092

文献信息

• Unprecedented Formation of π-Copper Complexes during Sonogashira Coupling: Synthesis of a Unique, Recyclable, Ethynyl Ferrocene Derived Cu(I) Specific Ligand
  作者：Mayukh Deb、Dheeraj Kumar、Jatinder Singh、Anil J. Elias

  DOI：10.1021/acs.organomet.6b00069

  日期：2016.4.25

  During the synthesis of a chiral oxazolinyl-derived ethynyl ferrocene Fc-C C-C6H4-o-(4-iPr-2-Ox)} (Fc = ferrocenyl; Ox = oxazolinyl), we observed an unprecedented formation of highly air stable and monomeric pi-copper(I) complexes 4a and 4b, which were structurally characterized. CuI was used as a cocatalyst in this Sonogashira coupling. By the reaction of 4a with aqueous NH3/DMF, the CuI was removed from the complex and the metal-free compound 5a was obtained. This was found to be an excellent ligand for selectively binding Cu(I) halides. Analogous 4-Ph-substituted oxazoline-based ligand 5b and its Cu-I complex 4c were also isolated and characterized. The possible role of these complexes in explaining the copper cycle proposed for Sonogashira coupling has also been discussed.