2-[naphthalen-1-yl(phenyl)methyl]benzo[d]oxazole | 1613376-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[naphthalen-1-yl(phenyl)methyl]benzo[d]oxazole
• 英文别名: 2-(1-naphthyl(phenyl)methyl)benzo[d]oxazole；2-[Naphthalen-1-yl(phenyl)methyl]-1,3-benzoxazole；2-[naphthalen-1-yl(phenyl)methyl]-1,3-benzoxazole
• CAS: 1613376-79-6
• 化学式: C₂₄H₁₇NO
• 分子量: 335.405
• InChiKey: OWUSXAIZURJSQD-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C(Solvent: Ethyl acetate; Hexane)
• 沸点：
  523.5±39.0 °C(predicted)
• 密度：
  1.211±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  萘-1-基(苯基)甲醇 在 双(乙腈)氯化钯(II) 、 正丁基锂 、 苯基二环己基膦 、 lithium tert-butoxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 为溶剂， 反应 8.5h， 生成 2-[naphthalen-1-yl(phenyl)methyl]benzo[d]oxazole
  参考文献：
  名称：

  Synthesis of Triarylmethanes by Palladium-Catalyzed C–H/C–O Coupling of Oxazoles and Diarylmethanol Derivatives

  摘要：

  A PdCl2(MeCN)2/PPhCy2 catalyst couples oxazoles with diarylmethyl carbonates or pivalates to form the corresponding triarylmethanes in good yields. The catalysis involves successive secondary benzylic sp(3) C-O and heteroaromatic sp(2) C-H cleavages and provides an effective access to heteroarene-containing triarylmethanes from nonhalogenated and nonmetalated starting materials, which is complementary to precedented cross-coupling technologies with organic halides and organometallic reagents.

  DOI：

  10.1021/jo5010636

文献信息

• Pd-Catalyzed Desulfonative Cross-Coupling of Benzylic Sulfone Derivatives with 1,3-Oxazoles
  作者：Jacky C.-H. Yim、Masakazu Nambo、Cathleen M. Crudden

  DOI：10.1021/acs.orglett.7b01510

  日期：2017.7.21

  The Pd-catalyzed desulfonative cross-coupling reaction of benzylic sulfone derivatives with 1,3-oxazoles via a deprotonative pathway has been developed. Broad substrate scope for both sulfone and 1,3-oxazole partners is observed, affording a variety of 1,3-oxazole-containing triarylmethanes. Sulfone partners that are primary benzylic, secondary benzylic, and benzhydryl are all effective. Using this

  已经开发了通过去质子途径的苄基砜衍生物与1,3-恶唑的Pd催化脱硫交叉偶联反应。观察到砜和1，3-恶唑伴侣的底物范围宽，提供了多种含1，3-恶唑的三芳基甲烷。伯苄基，仲苄基和二苯甲基的砜伴侣均有效。使用这种方法，已经证明了多元芳构结构的直接合成。
• Synthesis of Triarylmethanes by Palladium-Catalyzed C–H/C–O Coupling of Oxazoles and Diarylmethanol Derivatives
  作者：Sho Tabuchi、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo5010636

  日期：2014.6.20

  A PdCl2(MeCN)2/PPhCy2 catalyst couples oxazoles with diarylmethyl carbonates or pivalates to form the corresponding triarylmethanes in good yields. The catalysis involves successive secondary benzylic sp(3) C-O and heteroaromatic sp(2) C-H cleavages and provides an effective access to heteroarene-containing triarylmethanes from nonhalogenated and nonmetalated starting materials, which is complementary to precedented cross-coupling technologies with organic halides and organometallic reagents.