(S)-4-tert-butyl-2-(2-iodophenyl)-4,5-dihydrooxazole | 1039038-25-9

• 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: (S)-4-tert-butyl-2-(2-iodophenyl)-4,5-dihydrooxazole
• 英文别名: 4-tert-butyl-2-(2-iodophenyl)-4,5-dihydrooxazole；(4S)-4-tert-butyl-2-(2-iodophenyl)-4,5-dihydro-1,3-oxazole
• CAS: 1039038-25-9
• 化学式: C₁₃H₁₆INO
• 分子量: 329.181
• InChiKey: OPWFOGWCEJAJCC-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  (S)-4-tert-butyl-2-(2-iodophenyl)-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68%的产率得到C₁₃H₁₆INO₃
  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)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-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91%的产率得到(S)-4-tert-butyl-2-(2-iodophenyl)-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。
• Remote C–H bond functionalization reveals the distance-dependent isotope effect
  作者：Jiao-Jie Li、Ramesh Giri、Jin-Quan Yu

  DOI：10.1016/j.tet.2008.03.026

  日期：2008.7

  Iodination of remote aryl C-H bonds has been achieved using palladium acetate as the catalyst and iodoacetate (IOAc) as the oxidant. Systematic kinetic isotope studies imply a mechanistic regime shift as the number of bonds separating the directing heteroatom and the target C-H bond increases. Both isotope and electronic effects observed in remote C-H bond activation are consistent with an electrophilic palladation pathway in which the initial palladation is slower than the C-H bond cleavage. (C) 2008 Elsevier Ltd. All rights reserved.