5,6-diethylbenzo[b]furan-4,7-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-diethylbenzo[b]furan-4,7-dione
• 英文别名: 5,6-Diethyl-benzofuran-4,7-dione；5,6-diethyl-1-benzofuran-4,7-dione
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: DHYLXOFVQZLCQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-己炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 ammonium cerium(IV) nitrate 、 硝酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.5h， 以71%的产率得到5,6-diethylbenzo[b]furan-4,7-dione
  参考文献：
  名称：

  Approaching ambient temperatures in 1,2-DCE to deliver efficient intermolecular Dötz benzannulation processes

  摘要：

  Conditions have been developed that enable intermolecular Dotz benzannulations to be carried out under extremely mild conditions, using 1,2-DCE as the reaction solvent and without the requirement for any additional reaction promoters. The new protocols, at temperatures close to ambient, have been applied successfully to a range of internal and terminal alkynes with a series of aryl and alkenyl carbene complexes, resulting in good to high yields of the benzannulation products. The developed conditions did, however, return lower benzannulation yields when utilised with the traditionally more troublesome 2-furyl carbene complex. It was found that increased reaction temperatures in 1,2-DCE did deliver high yields for the processes with this heteroaryl species. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.088

文献信息

• Two regiocomplementary approaches to angular furanocoumarins with chromium carbene complexes: synthesis of sphondin, thiosphondin, heratomin, and angelicin
  作者：William D. Wulff、J. Stuart. McCallum、Fen Ann. Kunng

  DOI：10.1021/ja00230a023

  日期：1988.10
• WULFF, WILLIAM D.;MCCALLUM, J. STUART;KUNNG, FEN-ANN, J. AMER: CHEM. SOC., 110,(1988) N2, C. 7419-7434
  作者：WULFF, WILLIAM D.、MCCALLUM, J. STUART、KUNNG, FEN-ANN

  DOI：——

  日期：——
• Approaching ambient temperatures in 1,2-DCE to deliver efficient intermolecular Dötz benzannulation processes
  作者：Stephanie Irvine、William J. Kerr、Allan R. McPherson、Colin M. Pearson

  DOI：10.1016/j.tet.2007.09.088

  日期：2008.1

  Conditions have been developed that enable intermolecular Dotz benzannulations to be carried out under extremely mild conditions, using 1,2-DCE as the reaction solvent and without the requirement for any additional reaction promoters. The new protocols, at temperatures close to ambient, have been applied successfully to a range of internal and terminal alkynes with a series of aryl and alkenyl carbene complexes, resulting in good to high yields of the benzannulation products. The developed conditions did, however, return lower benzannulation yields when utilised with the traditionally more troublesome 2-furyl carbene complex. It was found that increased reaction temperatures in 1,2-DCE did deliver high yields for the processes with this heteroaryl species. (c) 2007 Elsevier Ltd. All rights reserved.