2-[(4-methoxyphenyl)(naphthalen-2-yl)methyl]benzo[d]oxazole | 1613376-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(4-methoxyphenyl)(naphthalen-2-yl)methyl]benzo[d]oxazole
• 英文别名: 2-[(4-Methoxyphenyl)-naphthalen-2-ylmethyl]-1,3-benzoxazole；2-[(4-methoxyphenyl)-naphthalen-2-ylmethyl]-1,3-benzoxazole
• CAS: 1613376-73-0
• 化学式: C₂₅H₁₉NO₂
• 分子量: 365.431
• InChiKey: KCWZYVQFNYWLLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯基(2-萘基)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-[(4-methoxyphenyl)(naphthalen-2-yl)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

• 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.