4-methyl-2-(p-tolyl)oxazole | 83081-31-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-2-(p-tolyl)oxazole
• 英文别名: 4-Methyl-2-(4-methylphenyl)-1,3-oxazole
• CAS: 83081-31-6
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: SOISZMXSJYXZBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-methyl-2-(4-methylbenzoyl)isoxazol-5(2H)-one 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以71%的产率得到4-methyl-2-(p-tolyl)oxazole
  参考文献：
  名称：

  N-酰基-异恶唑5（2 H）-ones的光氧化还原催化发散转化为恶唑和1,3-Oxazin-6-ones

  摘要：

  已经公开了使用可见光光氧化还原催化的N-酰基-异恶唑-5-酮的断裂。利用了催化剂控制的发散机理，即氧化和还原淬灭催化循环。在温和条件下，可从相同的异恶唑-5-酮骨架选择性地获得各种恶唑和1,3-恶嗪6-1酮。

  DOI：

  10.1021/acs.orglett.9b00903

文献信息

• Palladium-Catalyzed Zinc-Amide-Mediated CH Arylation of Fluoroarenes and Heteroarenes with Aryl Sulfides
  作者：Shinya Otsuka、Hideki Yorimitsu、Atsuhiro Osuka

  DOI：10.1002/chem.201502101

  日期：2015.10.12

  heteroarenes with aryl sulfides proceeds smoothly with the aid of a palladium–N‐heterocyclic carbene catalyst. A bulky zinc amide, TMPZnCl⋅LiCl, plays a key role as an effective base to generate the corresponding arylzinc species in situ. This arylation protocol is practically much easier to perform than our previous method, which necessitates preparation of the arylzinc reagents in advance from the corresponding

  Ç  polyfluoroarenes和杂芳烃的与芳基硫化物ħ芳基化用钯- N-杂环卡宾催化剂的帮助下顺利进行。甲笨重锌酰胺，TMPZnCl ⋅的LiCl，起着以原位产生相应的芳基锌物种的有效碱关键作用。该芳基化方案实际上比我们以前的方法更容易执行，后者需要从相应的芳基卤化物预先制备芳基锌试剂。通过硫特异性反应（如S N Ar磺酰化反应和扩展的Pummerer反应）制备的芳基硫化物会经历这种直接芳基化，从而提供有趣的转化，而这些转化是传统的基于卤素的有机合成难以实现的。
• Oxazole derivatives as histamine h3 receptor agents,preparation and therapeutic uses
  申请人：Beavers Selsam Lisa

  公开号：US20070197604A1

  公开（公告）日：2007-08-23

  The present invention discloses novel aryl oxazole compounds of Formula I (I), or pharmaceutically acceptable salts thereof, which have histamine-H3 receptor antagonist or inverse agonist activity, as well as methods for preparing and using such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising compounds of Formula I as well as methods of using these compositions to treat obesity, cognitive deficiencies, narcolepsy, and other histamine H3 receptor-related diseases. Formula I (I) or a pharmaceutically acceptable salt thereof, wherein: m is independenlly at each occurrence 1, 2, or 3, Z independently represents carbon (substituted with hydrogen or the optional substituents indicated herein) or nitrogen, provided that when Z is nitrogen then R6 is not attached to Z; R1 and R2 are independently —(C 1 —C 7 ) alkyl (optionally substituted with one to three halogens), or R1 and R2 and the nitrogen to which they are attached form an azetidinyl ring, a pyrrolidinyl ring, or a piperidinyl ring, wherein further the azetidinyl, pyrrolidinyl, or piperidinyl ring so formed may be optionally substituted one to three times with R5; R6 is independently at each occurrence —H, -halogen, or —CH 3 .

  本发明披露了式I（I）的新型芳基噁唑化合物或其药学上可接受的盐，具有组胺H3受体拮抗剂或反向激动剂活性，以及制备和使用这些化合物的方法。在另一实施例中，本发明披露了包含式I化合物的药物组合物，以及使用这些组合物治疗肥胖症、认知缺陷、嗜睡病和其他组胺H3受体相关疾病的方法。其中，式I（I）或其药学上可接受的盐，其中：m在每次出现时独立地为1、2或3，Z独立地表示碳（用氢或此处指示的可选取代基替换）或氮，但当Z为氮时，R6不与Z连接；R1和R2独立地为—（C1-C7）烷基（可选取代有1至3个卤素），或R1和R2以及它们所连接的氮形成一个氮杂环、吡咯烷环或哌啶环，其中进一步形成的氮杂环、吡咯烷环或哌啶环可以用R5取代1至3次；R6在每次出现时独立地为—H、-卤素或—CH3。
• Synthesis of 2,4-Disubstituted Oxazoles by a Copper-Catalyzed [3+2] Annulation/Olefination Cascade between Amides and IIII/PV Hybrid Ylides
  作者：Zhaofeng Wang、Xingchen Ye

  DOI：10.1055/a-2185-0673

  日期：——

  We report a novel and efficient method for oxazole synthesis through a copper-catalyzed [3+2] annulation/olefination cascade between readily available iodonium–phosphonium hybrid ylides and amides. An unprecedented α-phosphonium Cu carbenoid acts as the key intermediate. This method features excellent regioselectivity with mild reaction conditions and a broad substrate scope. Its synthetic utility

  我们报告了一种新颖有效的恶唑合成方法，通过铜催化的[3+2]环化/烯化级联在容易获得的碘鏻杂化叶立德和酰胺之间进行。前所未有的 α-磷铜类胡萝卜素充当关键中间体。该方法具有优异的区域选择性、反应条件温和、底物范围广等特点。其合成效用通过其在后期功能化和基于恶唑基序的手性配体的快速合成中的应用得到证明。
• Burger, Klaus; Ottlinger, Ralph; Goth, Herbert, Chemische Berichte, 1982, vol. 115, # 7, p. 2494 - 2507
  作者：Burger, Klaus、Ottlinger, Ralph、Goth, Herbert、Firl, Joachim

  DOI：——

  日期：——
• Optical film, and polarizing plate and liquid crystal display device using the same
  申请人：Nagai Michio

  公开号：US20070065601A1

  公开（公告）日：2007-03-22

  An optical film comprising an optically anisotropic layer including a liquid crystalline compound, wherein the optically anisotropic layer satisfies the following formulae: Re (450)/ Re (650)<1.25  Formula (1): wherein Re(450) and Re(650) are in-plane retardation values (unit: nm) of the optically anisotropic layer at wavelengths of 450 nm and 650 nm, respectively; 0.09< Re — m (550)/ d Formula (2): wherein Re_m(550) is an in-plane retardation value (unit: nm) of a uniaxial alignment layer in which the director of the liquid crystalline compound is aligned to be parallel in the plane at a wavelength of 550 nm, and d is the thickness of the uniaxial alignment layer (unit: nm).