trans-2-(4-chlorobenzoyl)-3-p-tolyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-2-(4-chlorobenzoyl)-3-p-tolyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one
• 英文别名: (2R,3R)-2-(4-chlorobenzoyl)-3-(4-methylphenyl)-3,5,6,7-tetrahydro-2H-1-benzofuran-4-one
• 化学式: C₂₂H₁₉ClO₃
• 分子量: 366.844
• InChiKey: VFOKQAMYYOEHDS-DENIHFKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-1-(4-methylphenyl)-3-oxoprop-1-en-2-yl]sulfonyl-3-(4-methylphenyl)prop-2-en-1-one 、 1,3-环己二酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 140.0 ℃ 、500.01 kPa 条件下， 反应 0.42h， 以72%的产率得到trans-2-(4-chlorobenzoyl)-3-p-tolyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one
  参考文献：
  名称：

  A facile domino protocol for the stereoselective synthesis of trans-2,3-dihydrobenzofurans and cis-5,6-dihydrofuro[2,3-d]pyrimidines

  摘要：

  A facile protocol for the stereoselective construction of trans-2,3-dihydrobenzofurans and cis-5,6-dihydrofuro[2,3-d]pyrimidines from the reactions of 2,2'-sulfonylbis(1,3-diarylprop-2-en-1-ones) with cyclic 1,3-diketones, viz. cyclohexane-1,3-diones, barbituric acid, and 2-thioxodihydropyrimidine-4,6(1H,5H)-dione in the presence of DBU in ethanol is described. This transformation presumably occurs via domino Michael addition-proton exchange-annulation via intramolecular displacement sequence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.047

文献信息

• A facile domino protocol for the stereoselective synthesis of trans-2,3-dihydrobenzofurans and cis-5,6-dihydrofuro[2,3-d]pyrimidines
  作者：Beermohamed Vinosha、Subbu Perumal、Subbiah Renuga、Abdulrahman I. Almansour

  DOI：10.1016/j.tetlet.2011.12.047

  日期：2012.2

  A facile protocol for the stereoselective construction of trans-2,3-dihydrobenzofurans and cis-5,6-dihydrofuro[2,3-d]pyrimidines from the reactions of 2,2'-sulfonylbis(1,3-diarylprop-2-en-1-ones) with cyclic 1,3-diketones, viz. cyclohexane-1,3-diones, barbituric acid, and 2-thioxodihydropyrimidine-4,6(1H,5H)-dione in the presence of DBU in ethanol is described. This transformation presumably occurs via domino Michael addition-proton exchange-annulation via intramolecular displacement sequence. (C) 2011 Elsevier Ltd. All rights reserved.