2-(2-氯苯基)环己烷-1-硫酮 | 917614-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-氯苯基)环己烷-1-硫酮
• 英文名称: 2-(2-chlorophenyl)-cyclohexanethione
• 英文别名: 2-(2-Chlorophenyl)cyclohexane-1-thione；2-(2-chlorophenyl)cyclohexane-1-thione
• CAS: 917614-16-5
• 化学式: C₁₂H₁₃ClS
• 分子量: 224.754
• InChiKey: VOEDZKSKFBPPLV-UHFFFAOYSA-N

物化性质

• 沸点：
  319.3±52.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-氯苯基)环己烷-1-硫酮 在 tris(dibenzylideneacetone)dipalladium (0) 、 双(2-二苯基磷苯基)醚 caesium carbonate 作用下， 以 甲苯 为溶剂， 以44%的产率得到1,2,3,4-四氢-二苯[B,D]并噻吩
  参考文献：
  名称：

  Palladium-catalysed intramolecular enolate O-arylation and thio-enolate S-arylation: synthesis of benzo[b]furans and benzo[b]thiophenes

  摘要：

  Enolates derived from alpha-(ortho-haloaryl)-substituted ketones undergo palladium-catalysed C-O bond formation to deliver benzofuran products in good yield. A catalyst generated from Pd-2(dba)(3) and the ligand DPEphos effects the key bond formation to deliver a variety of substituted products from both cyclic and acyclic precursors. The analogous thio-ketones undergo C-S bond formation using identical reaction conditions and are converted to benzothiophene products. A cascade sequence that produces the required a-aryl ketones in situ has also been developed, although the substrate scope is more restricted. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.004
• 作为产物：
  描述：

  2-溴氯苯 在 tris(dibenzylideneacetone)dipalladium (0) diphosphorus pentasulfide 、 六甲基二硅氧烷 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 21.0h， 生成 2-(2-氯苯基)环己烷-1-硫酮
  参考文献：
  名称：

  Palladium-catalysed intramolecular enolate O-arylation and thio-enolate S-arylation: synthesis of benzo[b]furans and benzo[b]thiophenes

  摘要：

  Enolates derived from alpha-(ortho-haloaryl)-substituted ketones undergo palladium-catalysed C-O bond formation to deliver benzofuran products in good yield. A catalyst generated from Pd-2(dba)(3) and the ligand DPEphos effects the key bond formation to deliver a variety of substituted products from both cyclic and acyclic precursors. The analogous thio-ketones undergo C-S bond formation using identical reaction conditions and are converted to benzothiophene products. A cascade sequence that produces the required a-aryl ketones in situ has also been developed, although the substrate scope is more restricted. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.004

文献信息

• Palladium-catalysed intramolecular enolate O-arylation and thio-enolate S-arylation: synthesis of benzo[b]furans and benzo[b]thiophenes
  作者：Michael C. Willis、Dawn Taylor、Adam T. Gillmore

  DOI：10.1016/j.tet.2006.05.004

  日期：2006.12

  Enolates derived from alpha-(ortho-haloaryl)-substituted ketones undergo palladium-catalysed C-O bond formation to deliver benzofuran products in good yield. A catalyst generated from Pd-2(dba)(3) and the ligand DPEphos effects the key bond formation to deliver a variety of substituted products from both cyclic and acyclic precursors. The analogous thio-ketones undergo C-S bond formation using identical reaction conditions and are converted to benzothiophene products. A cascade sequence that produces the required a-aryl ketones in situ has also been developed, although the substrate scope is more restricted. (c) 2006 Elsevier Ltd. All rights reserved.