4,5-diphenyl-2,3-dihydrothiophene | 1423076-50-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4,5-diphenyl-2,3-dihydrothiophene
• 英文别名: 4,5-Diphenyl-2,3-dihydrothiophene
• CAS: 1423076-50-9
• 化学式: C₁₆H₁₄S
• 分子量: 238.353
• InChiKey: YVZYQDXPDBOPCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,5-diphenyl-2,3-dihydrothiophene 在 二叔丁基过氧化物 、 对苯醌 作用下， 以 乙酸乙酯 为溶剂， 反应 36.0h， 以72%的产率得到2,3-diphenylthiophene
  参考文献：
  名称：

  Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes

  摘要：

  An efficient synthetic approach to variously substituted 2,3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide with 1,4-diiodobut-1-enes to afford the corresponding 2,3-dihydrothiophene derivatives in high yields. The 2,3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2,3-dihydrothiophenes could be further transferred into the corresponding thiophenes by oxidation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.019
• 作为产物：
  描述：

  (E)-1,2-diphenyl-1,4-diiodobut-1-ene 在 copper(l) iodide 、 sodiumsulfide nonahydrate 作用下， 以 N-甲基吡咯烷酮 、 乙二醇 为溶剂， 反应 24.0h， 以81%的产率得到4,5-diphenyl-2,3-dihydrothiophene
  参考文献：
  名称：

  Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes

  摘要：

  An efficient synthetic approach to variously substituted 2,3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide with 1,4-diiodobut-1-enes to afford the corresponding 2,3-dihydrothiophene derivatives in high yields. The 2,3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2,3-dihydrothiophenes could be further transferred into the corresponding thiophenes by oxidation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.019

文献信息

• Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes
  作者：Qian Liao、Wei You、Zhen-Bang Lou、Li-Rong Wen、Chanjuan Xi

  DOI：10.1016/j.tetlet.2013.01.019

  日期：2013.3

  An efficient synthetic approach to variously substituted 2,3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide with 1,4-diiodobut-1-enes to afford the corresponding 2,3-dihydrothiophene derivatives in high yields. The 2,3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2,3-dihydrothiophenes could be further transferred into the corresponding thiophenes by oxidation. (C) 2013 Elsevier Ltd. All rights reserved.