2-(4-methoxyphenyl)-4-phenyl-4,5-dihydrooxazole | 478191-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-4-phenyl-4,5-dihydrooxazole
• 英文别名: 2-(4-methoxyphenyl)-4-phenyl-2-oxazoline；2-(4-Methoxyphenyl)-4-phenyl-4,5-dihydro-1,3-oxazole
• CAS: 478191-04-7
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: CKDXMDQLLTWLHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  phenethyl 4-methoxy-N-((4-(trifluoromethyl)benzoyl)oxy)benzimidate 在 三乙烯二胺 、 0.04Zn⁽²⁺⁾*0.04C₁₂H₆O₄^(2-)*0.02C₆H₁₂N₂*2.1C₃H₇NO*0.04Cu⁽¹⁺⁾*0.04I^(1-)*0.04C₅₁H₃₇NO₂P₂ 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以92 %的产率得到2-(4-methoxyphenyl)-4-phenyl-4,5-dihydrooxazole
  参考文献：
  名称：

  金属有机骨架负载的铜光氧化还原催化剂用于亚胺基自由基介导的反应

  摘要：

  binap 连接的铜二聚体首次使用异羟肟酸接头在柱状层状 MOF 表面异质化。这种 MOF 负载的二聚铜光催化剂在N-酰氧基亚胺酸酯和O-酰基肟的分子内和分子间自由基反应中表现出比其均相对应物更高的活性和可回收性。

  DOI：

  10.1002/anie.202300233

文献信息

• XtalFluor‐E: An Efficient Reagent for Synthesis of Oxazolines from Carboxylic Acids and <i>O</i> ‐Silylated Amino Alcohols
  作者：Vadiga Shanthi Kumar、Veera Babu Gudise、Eeda Koti Reddy、Shaik Anwar

  DOI：10.1002/jhet.3642

  日期：2019.10

  An efficient protocol has been developed for the synthesis of 2‐oxazolines from carboxylic acids and silylated amino alcohols. The advantage of this method was demonstrated by preparing O‐silylated amino alcohols. The reaction proceeds via in situ desilylation of O‐silylated amide followed by cyclization. Studies on silyl deprotection were carried out to explain yield for 2‐oxazolines.

  已开发出一种有效的方案，用于从羧酸和甲硅烷基化的氨基醇合成2-恶唑啉。通过制备O-甲硅烷基化的氨基醇证明了这种方法的优势。该反应通过O-甲硅烷基化酰胺的原位甲硅烷基化反应和随后的环化反应而进行。进行了甲硅烷基脱保护的研究，以解释2-恶唑啉的收率。
• Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
  作者：Fan Wu、Navdeep Kaur、Nur-E Alom、Wei Li

  DOI：10.1021/jacsau.1c00103

  日期：2021.6.28

  strategy is described here. Amide is used as the O- and N- source to probe for regiocontrol strategies. Notably, simple additives can be selectively introduced to achieve regiodivergent oxyamination processes for electronically activated alkenes while being regio-complementary for unactivated alkenes. Our preliminary data demonstrates that this regiocontrol strategy based on nucleophile can also be applied

  本文描述了一种新型碘化物催化分子间氨氧化策略。酰胺用作 O 源和 N 源来探测区域控制策略。值得注意的是，可以选择性地引入简单的添加剂，以实现电子活化烯烃的区域发散的氧胺化过程，同时对未活化的烯烃进行区域互补。我们的初步数据表明，这种基于亲核试剂的区域控制策略也可以应用于使用手性高价碘催化的不对称过程。
• C–H Bond Arylations and Benzylations on Oxazol(in)es with a Palladium Catalyst of a Secondary Phosphine Oxide
  作者：Lutz Ackermann、Sebastian Barfüsser、Christoph Kornhaass、Anant R. Kapdi

  DOI：10.1021/ol200986x

  日期：2011.6.17

  An air-stable, well-defined palladium complex derived from secondary phosphine oxide (SPO) (1-Ad)(2)P(O)H enabled efficient C-H bond functionalizations with ample scope, which set the stage for direct arylations and benzylations of (benz)oxazoles, as well as unprecedented palladium-catalyzed C-H bond arylations on nonaromatic oxazolines.
• Metal‐Organic Framework Supported Copper Photoredox Catalysts for Iminyl Radical‐Mediated Reactions
  作者：Ben Ma、Qi Xia、Deyang Wang、Ji‐Kang Jin、Zekun Li、Qiu‐Jiang Liang、Meng‐Ying Sun、Dongyi Liu、Li‐Juan Liu、Hui‐Xing Shu、Jun Yang、Dan Li、Jian He

  DOI：10.1002/anie.202300233

  日期：——

  A binap-ligated copper dimer has been heterogenized on a pillar-layered MOF surface for the first time using a hydroxamic acid linker. This MOF-supported dimeric copper photocatalyst demonstrates much higher activity and recyclability than its homogeneous counterparts in intra- and intermolecular radical reactions of N-acyloxy imidates and O-acyl oximes.

  binap 连接的铜二聚体首次使用异羟肟酸接头在柱状层状 MOF 表面异质化。这种 MOF 负载的二聚铜光催化剂在N-酰氧基亚胺酸酯和O-酰基肟的分子内和分子间自由基反应中表现出比其均相对应物更高的活性和可回收性。