2-(2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole | 694458-98-5

• 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: 2-(2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole
• 英文别名: (S)-2-(o-iodophenyl)-4-isopropyloxazoline；(4S)-2-(2-iodophenyl)-4-propan-2-yl-4,5-dihydro-1,3-oxazole
• CAS: 694458-98-5
• 化学式: C₁₂H₁₄INO
• 分子量: 315.154
• InChiKey: PYRMHOJEIHAQMA-LLVKDONJSA-N

物化性质

• 沸点：
  354.3±25.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  2-(2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以92%的产率得到(S)-2-(o-iodoxyphenyl)-4-isopropyloxazoline
  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：

  (S)-2-[(2-iodobenzoyl)amino]-3-methyl-1-butanol 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87%的产率得到2-(2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole
  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

• Synthesis of axially chiral oxazoline–carbene coordinated palladium complexes with a N -phenyl framework
  作者：Dong-Dong Zhang、Yun-Long Liu、Yan Wang、Hao Wei、Min Shi、Fei-Jun Wang

  DOI：10.1016/j.cclet.2016.01.047

  日期：2016.4

  Abstract A family of tropos ligands bearing a N -heterocyclic carbene and a chiral oxazoline coordination group with a N -phenyl framework were easily prepared, and their coordination behavior with Pd(II) acetate was performed, affording a series of axially chiral palladium complexes in good yields.

  摘要易于制备带有N-杂环卡宾和具有N-苯基骨架的手性恶唑啉配位基团的对位配体家族，并进行了与乙酸钯（II）的配位行为，得到了一系列的轴向手性钯配合物。良品率高。
• Preparation of chiral triarylphosphines by Pd-catalysed asymmetric P–C cross-coupling
  作者：Christian Korff、Günter Helmchen

  DOI：10.1039/b315009g

  日期：——

  Enantioselective C–P cross-coupling of diarylphosphines and ortho-substituted aryl iodides has been achieved with >90%ee, using an in situ catalyst prepared from Et,Et-FerroTANE, Pd2(dba)3×CHCl3 and LiBr.

  利用一种由Et,Et-FerroTANE、Pd2(dba)3ÃCHCl3和LiBr制备的原位催化剂，实现了二芳基膦与正构芳基碘化物的对映选择性CâP交叉偶联，偶联度大于90%ee。
• Nickel-catalyzed kinetic resolution to achieve P-chiral phosphine oxides and sec-phosphine oxides
  作者：Xi Zhang、Shao-Qiu Wang、Shang-Dong Yang

  DOI：10.1007/s11426-023-1678-1

  日期：2023.9

  found in a diverse range of compounds that play crucial roles in various fields, including asymmetric catalysis, materials, agrochemistry, and pharmaceutical chemistry. Herein, we describe an enantioselective Ni-catalyzed kinetic resolution of racemic sec-phosphine oxides to obtain the corresponding optically pure P-chiral phosphine oxides and sec-phosphine oxides, respectively. These products are versatile

  对手性膦和仲氧化膦 (SPO) 存在于多种化合物中，这些化合物在不对称催化、材料、农业化学和药物化学等各个领域发挥着至关重要的作用。在此，我们描述了外消旋仲膦氧化物的对映选择性镍催化动力学拆分，分别获得相应的光学纯P-手性氧化膦和仲膦氧化物。这些产品是多功能手性膦结构单元，可用于构建各种P-手性膦。