2-(Furan-3-ylmethyl)-3-methylcyclohex-2-en-1-one | 188200-26-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(Furan-3-ylmethyl)-3-methylcyclohex-2-en-1-one
• CAS: 188200-26-2
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: ZWRGXVJXPJJZHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(Furan-3-ylmethyl)-3-methylcyclohex-2-en-1-one 在 六甲基磷酰三胺 、 氢氧化钾 、 三氟乙酸酐 作用下， 以 三氟乙酸 为溶剂， 反应 107.0h， 生成 trans-4,4a,6,7,8,8a-hexahydro-8a-methylnaphtho<2,3-b>furan-5,9(5H,9H)-dione
  参考文献：
  名称：

  Synthetic studies towards furosesquiterpenes: Construction of linearly-fused trans- and cis-furo[3,2-b]-and furo[2,3-b] decalins

  摘要：

  Linearly fused furo[2.3-b]- and furo[3,2-b] decalin systems with cis trans ring junctions are present in several furosesquiterpenes obtained from marine sponges. A short and efficient synthesis of this ring system is described starting from Hageman's ester (1). The method has been extended for the synthesis of compound 8 and 14 via the diketones 5,6 and 12 respectively. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00053-7
• 作为产物：
  描述：

  2-甲基-4-羰基-2-环己烯-1-羧酸乙酯 在 氢氧化钾 、 potassium tert-butylate 作用下， 以 乙醇 、 水 、 叔丁醇 为溶剂， 反应 14.0h， 生成 2-(Furan-3-ylmethyl)-3-methylcyclohex-2-en-1-one
  参考文献：
  名称：

  Synthetic studies towards furosesquiterpenes: Construction of linearly-fused trans- and cis-furo[3,2-b]-and furo[2,3-b] decalins

  摘要：

  Linearly fused furo[2.3-b]- and furo[3,2-b] decalin systems with cis trans ring junctions are present in several furosesquiterpenes obtained from marine sponges. A short and efficient synthesis of this ring system is described starting from Hageman's ester (1). The method has been extended for the synthesis of compound 8 and 14 via the diketones 5,6 and 12 respectively. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00053-7

文献信息

• Synthesis of Novel Heterocyclic Structures via Reaction of Isocyanides with <i>S-trans</i>-Enones
  作者：Jeffrey D. Winkler、Sylvie M. Asselin

  DOI：10.1021/ol061451c

  日期：2006.8.1

  The reaction of enone 1, bearing an internal nucleophilic moiety, i.e., furan or pyrrole ( X = O, NR'), with isocyanides is presented. The formation of products resulting from the reaction of the zwitterionic intermediate 2 with a second equivalent of isocyanide prior to cyclization to give 3, as well as the direct formation of 4 from 2, is described.
• Synthetic studies towards furosesquiterpenes: Construction of linearly-fused trans- and cis-furo[3,2-b]-and furo[2,3-b] decalins
  作者：Arindam Chakraborty、Gandhi K. Kar、Jayanta K. Ray

  DOI：10.1016/s0040-4020(97)00053-7

  日期：1997.2

  Linearly fused furo[2.3-b]- and furo[3,2-b] decalin systems with cis trans ring junctions are present in several furosesquiterpenes obtained from marine sponges. A short and efficient synthesis of this ring system is described starting from Hageman's ester (1). The method has been extended for the synthesis of compound 8 and 14 via the diketones 5,6 and 12 respectively. (C) 1997 Published by Elsevier Science Ltd.