2-(1-Ethenylnaphthalen-2-yl)cyclobutan-1-one | 197015-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-Ethenylnaphthalen-2-yl)cyclobutan-1-one
• CAS: 197015-48-8
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: IWUAVRDFWDWXMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(1-Ethenylnaphthalen-2-yl)cyclobutan-1-one 在 吡啶 、 氯化亚砜 、 cerium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans

  摘要：

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.

  DOI：

  10.1021/jo971377z
• 作为产物：
  描述：

  1-羟基-2-奈甲醛 在 4-二甲氨基吡啶 、 tetrafluoroboric acid 、 四(三苯基膦)钯 、 sodium hydride 、 间氯过氧苯甲酸 、 lithium chloride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 生成 2-(1-Ethenylnaphthalen-2-yl)cyclobutan-1-one
  参考文献：
  名称：

  A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans

  摘要：

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.

  DOI：

  10.1021/jo971377z

文献信息

• Eight-membered Ring Formation via Olefin Insertion into a Carbon–Carbon Single Bond
  作者：Takanori Matsuda、Atsushi Fujimoto、Mitsuru Ishibashi、Masahiro Murakami

  DOI：10.1246/cl.2004.876

  日期：2004.7

  Treatment of cyclobutanone having an o-styryl group at the 2-position with a catalytic amount of rhodium–phosphine complex afforded eight-membered ring ketones via intramolecular insertion of the C...

  用催化量的铑-膦配合物处理2-位具有邻苯乙烯基的环丁酮，通过C的分子内插入得到八元环酮...
• A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans
  作者：Hideo Nemoto、Junji Miyata、Masahiro Yoshida、Naomi Raku、Keiichiro Fukumoto

  DOI：10.1021/jo971377z

  日期：1997.10.1

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.