4-allylsulfanyl-4-phenyl-butan-2-one | 827336-61-8

• 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: 4-allylsulfanyl-4-phenyl-butan-2-one
• 英文别名: 2-Butanone, 4-phenyl-4-(2-propenylthio)-；4-phenyl-4-prop-2-enylsulfanylbutan-2-one
• CAS: 827336-61-8
• 化学式: C₁₃H₁₆OS
• 分子量: 220.335
• InChiKey: LGPNXZQODPBKGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  烯丙硫醇 、 苄叉丙酮 在 三氯化铁 作用下， 反应 0.17h， 以91%的产率得到4-allylsulfanyl-4-phenyl-butan-2-one
  参考文献：
  名称：

  The iron(III) chloride-mediated 1,4-addition of mercaptans to α,β-unsaturated ketones and esters under solvent free conditions

  摘要：

  The 1,4-addition of various thiols to alpha,beta-unsaturated ketones was completed rapidly in the presence of a catalytic amount (2-3 mol %) of anhydrous iron(III) chloride under solvent free conditions and an air atmosphere. Anhydrous iron(III) chloride is more active than that of other ferric salts. With more reactive and/or less steric reagents (1a-c and/or 2a-2c), expeditious conditions (short reaction times at room temperature) could be employed. With less reactive and/or steric reagents (1d-g and/or 2d-e), a slight increase in reaction time was required, but high yields were obtained. The FeCl3 catalyst causes preferential interactions with alpha,beta-unsaturated ketones present in the reaction. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.07.151

文献信息

• An odorless thia-Michael addition using Bunte salts as thiol surrogates
  作者：Ya-mei Lin、Guo-ping Lu、Chun Cai、Wen-bin Yi

  DOI：10.1039/c5ra01381j

  日期：——

  A newly developed C–S bond formation process via acid-catalyzed thia-Michael addition has been demonstrated. The protocol, in which Bunte salts generated from odorless and inexpensive sodium thiosulfate and organic halides are used as the thiol precursors, provides an efficient approach for the synthesis of β-sulfido carbonyl compounds.

  已经证明了一种新开发的通过酸催化的Thia-Michael加成形成的CS键形成过程。该协议将无味且廉价的硫代硫酸钠和有机卤化物生成的邦特盐用作硫醇前体，为合成β-硫代羰基化合物提供了一种有效的方法。
• Thia-Michael addition in a Brønsted acidic deep eutectic solvent
  作者：Ya-juan Fan、Dan Wang、Liang Wang、Yongsheng Zhou

  DOI：10.1016/j.mencom.2024.06.030

  日期：2024.7