1-(1-(4-fluorobenzoyl)cyclopropyl)ethanone | 1020666-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1-(4-fluorobenzoyl)cyclopropyl)ethanone
• 英文别名: 1-[1-(4-Fluorobenzoyl)cyclopropyl]ethanone；1-[1-(4-fluorobenzoyl)cyclopropyl]ethanone
• CAS: 1020666-75-4
• 化学式: C₁₂H₁₁FO₂
• 分子量: 206.217
• InChiKey: NBXGUEMNLHILLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1-(4-fluorobenzoyl)cyclopropyl)ethanone 、 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 在 四氯化钛 、 盐酸 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以56%的产率得到methyl 6-(2-chloroethyl)-4'-fluoro-3-hydroxy-5-methylbiphenyl-2-carboxylate
  参考文献：
  名称：

  Regioselective synthesis of 6-aryl-5-(chloroethyl)salicylates by domino ‘[3+3] cyclization/homo-Michael’ reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes

  摘要：

  Functionalized 3-aryl-4-(chloroethyl)phenols are regioselectively prepared by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.019
• 作为产物：
  描述：

  4-(4-fluorophenyl)-4-hydroxy-3-buten-2-one 、 1,2-二溴乙烷 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以58%的产率得到1-(1-(4-fluorobenzoyl)cyclopropyl)ethanone
  参考文献：
  名称：

  Regioselective synthesis of 6-aryl-5-(chloroethyl)salicylates by domino ‘[3+3] cyclization/homo-Michael’ reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes

  摘要：

  Functionalized 3-aryl-4-(chloroethyl)phenols are regioselectively prepared by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.019

文献信息

• Regioselective synthesis of functionalized 2-(phenylthio)benzoates by ‘[3+3] cyclization/homo-Michael’ reactions of 1-methoxy-1-trimethylsilyloxy-3-phenylthio-1,3-butadienes with 1,1-diacylcyclopropanes
  作者：Muhammad A. Rashid、Inam Iqbal、Nasir Rasool、Muhammad Imran、Peter Langer

  DOI：10.1016/j.tetlet.2008.02.025

  日期：2008.4

  2-(Phenylthio)benzoates containing a remote halide function are regioselectively prepared by ‘[3+3] cyclization/homo-Michael’ reactions of 1-methoxy-1-trimethylsilyloxy-3-phenylthio-1,3-butadienes with 1,1-diacylcyclopropanes.

  通过1-甲氧基-1-三甲基甲硅烷氧基-3-苯基硫代-1,3-丁二烯与1,1的'[3 + 3]环化/高迈克尔反应，可选择性地制备具有远距离卤化物功能的2-（苯硫基）苯甲酸-二酰基环丙烷。
• Synthesis and reactions of hydroxyspiro[5.2]cyclooctenones based on the cyclization of the dianions of acetone and diethyl 2-oxopropylphosphonate with 1,1-diacylcyclopropanes
  作者：Nasir Rasool、Muhammad A. Rashid、Muhammad Adeel、Helmar Görls、Peter Langer

  DOI：10.1016/j.tetlet.2008.02.036

  日期：2008.3

  The cyclization of the dianions of diethyl 2-oxopropylphosph on ate and of acetone with 1,1-diacylopropanes afforded hydroxyspiro[5.2]cyclo octen ones which were transformed, by homo-Michael reactions with tetrabutylammonium halides, into various functionalized phenols or their dimers. (C) 2008 Elsevier Ltd. All rights reserved.
• Regioselective synthesis of 6-aryl-5-(chloroethyl)salicylates by domino ‘[3+3] cyclization/homo-Michael’ reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes
  作者：Abdolmajid Riahi、Matthias Lau、Helmut Reinke、Christine Fischer、Peter Langer

  DOI：10.1016/j.tet.2009.04.019

  日期：2009.7

  Functionalized 3-aryl-4-(chloroethyl)phenols are regioselectively prepared by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes. (C) 2009 Elsevier Ltd. All rights reserved.