1-(2-methoxyphenyl)-1-(phenylsulfonyl)acetone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-methoxyphenyl)-1-(phenylsulfonyl)acetone
• 英文别名: 1-(Benzenesulfonyl)-1-(2-methoxyphenyl)propan-2-one；1-(benzenesulfonyl)-1-(2-methoxyphenyl)propan-2-one
• 化学式: C₁₆H₁₆O₄S
• 分子量: 304.367
• InChiKey: AIAIOXJEVNWOBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-methoxyphenyl)-1-(phenylsulfonyl)acetone 、 1-溴-2-氯乙烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 14.75h， 以45%的产率得到{[(E)-4,5-dihydro-2(3H)-furanylidene](2-methoxyphenyl)methyl}(phenyl)sulfone
  参考文献：
  名称：

  Regioselective synthesis of ω-bromo-3-ketosulfones, ω-bromo-3-ketonitriles and 2-(ω-bromoalkyl)benzofurans based on a ‘ring-closing/ring-opening’ strategy

  摘要：

  omega-Bromo-3-ketosulfones, omega-bromo-3-ketonitriles and various functionalized 2-(omega-bromoalkyl) benzofurans were chemo-and regioselectively prepared by application of a 'ring-closing/ring-opening' strategy. The cyclization of 3-ketosulfone and 3-ketonitrile dianions with 1-bromo-2-chloroethane or 1,4-dibromobut-2-ene afforded functionalized 2-alkylidenetetrahydrofurans which were subsequently cleaved by reaction with boron tribromide or boron trichloride to give the final products. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.112
• 作为产物：
  描述：

  2-benzenesulfonylmethylmethoxybenzene 、 乙酰氯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 14.75h， 以56%的产率得到1-(2-methoxyphenyl)-1-(phenylsulfonyl)acetone
  参考文献：
  名称：

  Regioselective synthesis of ω-bromo-3-ketosulfones, ω-bromo-3-ketonitriles and 2-(ω-bromoalkyl)benzofurans based on a ‘ring-closing/ring-opening’ strategy

  摘要：

  omega-Bromo-3-ketosulfones, omega-bromo-3-ketonitriles and various functionalized 2-(omega-bromoalkyl) benzofurans were chemo-and regioselectively prepared by application of a 'ring-closing/ring-opening' strategy. The cyclization of 3-ketosulfone and 3-ketonitrile dianions with 1-bromo-2-chloroethane or 1,4-dibromobut-2-ene afforded functionalized 2-alkylidenetetrahydrofurans which were subsequently cleaved by reaction with boron tribromide or boron trichloride to give the final products. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.112

文献信息

• Regioselective synthesis of ω-bromo-3-ketosulfones, ω-bromo-3-ketonitriles and 2-(ω-bromoalkyl)benzofurans based on a ‘ring-closing/ring-opening’ strategy
  作者：Nasir Rasool、Muhammad A. Rashid、Helmut Reinke、Christine Fischer、Peter Langer

  DOI：10.1016/j.tet.2007.08.112

  日期：2007.11

  omega-Bromo-3-ketosulfones, omega-bromo-3-ketonitriles and various functionalized 2-(omega-bromoalkyl) benzofurans were chemo-and regioselectively prepared by application of a 'ring-closing/ring-opening' strategy. The cyclization of 3-ketosulfone and 3-ketonitrile dianions with 1-bromo-2-chloroethane or 1,4-dibromobut-2-ene afforded functionalized 2-alkylidenetetrahydrofurans which were subsequently cleaved by reaction with boron tribromide or boron trichloride to give the final products. (c) 2007 Elsevier Ltd. All rights reserved.