4-(Naphth-1-yl)-3-(trimethylsilyl)furan | 148367-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(Naphth-1-yl)-3-(trimethylsilyl)furan
• 英文别名: 3-(1-naphthyl)-4-trimethylsilyl-furan；Trimethyl-(4-naphthalen-1-ylfuran-3-yl)silane
• CAS: 148367-38-8
• 化学式: C₁₇H₁₈OSi
• 分子量: 266.415
• InChiKey: OKUOAPYFNVFAGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-iodohept-1-ene 、 4-(Naphth-1-yl)-3-(trimethylsilyl)furan 生成 3-(Naphth-1-yl)-4-(trans-hept-1-en-1-yl)furan
  参考文献：
  名称：

  Song, Zhi Zhong; Zhou, Zhong Yuan; Mak, Thomas C. W., Angewandte Chemie, 1993, vol. 105, # 3, p. 406 - 408

  摘要：

  DOI：
• 作为产物：
  描述：

  二(三甲基甲硅烷基)乙炔 在 三乙胺 作用下， 反应 48.0h， 生成 4-(Naphth-1-yl)-3-(trimethylsilyl)furan
  参考文献：
  名称：

  Song, Zhi Zhong; Zhou, Zhong Yuan; Mak, Thomas C. W., Angewandte Chemie, 1993, vol. 105, # 3, p. 406 - 408

  摘要：

  DOI：

文献信息

• Regiospecific synthesis of 3,4-disubstituted furans. 7. Synthesis and reactions of 3,4-bis(trimethylsilyl)furan: Diels-Alder cycloaddition, Friedel-Crafts acylation, and regiospecific conversion to 3,4-disubstituted furans
  作者：Zhi Zhong Song、Mei Sing Ho、Henry N. C. Wong

  DOI：10.1021/jo00093a025

  日期：1994.7

  As a versatile building block, 3,4-bis(trimethylsilyl)furan (1), conveniently obtained through a Diels-Alder reaction between 4-phenyloxazole and bis(trimethylsilyl)acetylene, was able to undergo Diels-Alder cycloadditions with dienophiles. In two separate experiments, extrusion of bis(trimethylsilyl)acetylene occurred when 1 was treated with acetylenic dienophiles. Furan 1 was also found to undergo Friedel-Crafts acylations at the unsubstituted alpha-position in general and gave a pair of regioisomers. Moreover, 1 was converted regiospecifically to various 3,4-disubstituted furans, utilizing consecutively and repeatedly an ipso displacement of the trimethylsilyl group with boron trichloride and a novel palladium-catalyzed Suzuki-type coupling reaction of the resulting boroxines.
• Song, Zhi Zhong; Zhou, Zhong Yuan; Mak, Thomas C. W., Angewandte Chemie, 1993, vol. 105, # 3, p. 406 - 408
  作者：Song, Zhi Zhong、Zhou, Zhong Yuan、Mak, Thomas C. W.、Wong, Henry N. C.

  DOI：——

  日期：——