methyl [2,2'-bifuran]-3-carboxylate | 5905-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: methyl [2,2'-bifuran]-3-carboxylate
• 英文别名: [2,2']bifuranyl-3-carboxylic acid methyl ester；2,2'-Bifuran-3-carbonsaeure-methylester；2,2'-Bifuryl-3-carbonsaeure-methylester；[2,2'-Bifuran]-3-carboxylic acid, methyl ester；methyl 2-(furan-2-yl)furan-3-carboxylate
• CAS: 5905-07-7
• 化学式: C₁₀H₈O₄
• 分子量: 192.171
• InChiKey: YLIVDQOQZZQZMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-呋喃甲酰基乙酸甲酯 、 二乙二醇 在 叔丁基过氧化氢 、 copper(II) bis(tetrafluoroborate) 作用下， 以 水 为溶剂， 反应 5.0h， 以43%的产率得到methyl [2,2'-bifuran]-3-carboxylate
  参考文献：
  名称：

  Diethylene Glycol Serving as Ethyne Equivalent: A Sustainable Approach toward 2,3-Disubstituted Furan

  摘要：

  In the presence of tert-butyl peroxide (TBHP), the copper-catalyzed annulation of 1,3-dicarbonyl compound with diethylene glycol was developed leading to 2,3-disubstituted furan. Diethylene glycol serves as a cheap and environmentally friendly equivalent of ethyne, with the release of H2O and alcohol as clean wastes The procedure involves a sequential O- and C-functionalization of beta-ketoester by diethylene glycol.

  DOI：

  10.1021/acs.orglett.5b01521

文献信息

• Diethylene Glycol Serving as Ethyne Equivalent: A Sustainable Approach toward 2,3-Disubstituted Furan
  作者：Jin-Tao Yu、Bo Shi、Haibo Peng、Song Sun、Haoke Chu、Yan Jiang、Jiang Cheng

  DOI：10.1021/acs.orglett.5b01521

  日期：2015.8.7

  In the presence of tert-butyl peroxide (TBHP), the copper-catalyzed annulation of 1,3-dicarbonyl compound with diethylene glycol was developed leading to 2,3-disubstituted furan. Diethylene glycol serves as a cheap and environmentally friendly equivalent of ethyne, with the release of H2O and alcohol as clean wastes The procedure involves a sequential O- and C-functionalization of beta-ketoester by diethylene glycol.