S-3-(5-methylthiophene-2-carbonyl)-[1]benzothieno[2,3-b]thiophen-2-yl 5-methylthiophene-2-carbothioate | 1382531-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: S-3-(5-methylthiophene-2-carbonyl)-[1]benzothieno[2,3-b]thiophen-2-yl 5-methylthiophene-2-carbothioate
• 英文别名: S-[1-(5-methylthiophene-2-carbonyl)thieno[2,3-b][1]benzothiol-2-yl] 5-methylthiophene-2-carbothioate
• CAS: 1382531-10-3
• 化学式: C₂₂H₁₄O₂S₅
• 分子量: 470.682
• InChiKey: RIMQSLKNKDNLMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  172
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  S-3-(5-methylthiophene-2-carbonyl)-[1]benzothieno[2,3-b]thiophen-2-yl 5-methylthiophene-2-carbothioate 在 四氯化钛 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.5h， 以71%的产率得到13,14-Bis(5-methylthiophen-2-yl)-8,10,12-trithiatetracyclo[7.6.0.02,7.011,15]pentadeca-1(9),2,4,6,11(15),13-hexaene
  参考文献：
  名称：

  Synthesis of benzothieno[2,3-b]thiophenes, [2,3-b:3′,2′-d]-dithienothiophenes and their selenium derivatives via electrophilic cyclization and McMurry cyclization

  摘要：

  Benzothieno[2,3-b]thiophenes, [2,3-b:3',2'-d]-dithienothiophenes, and their selenium derivatives were synthesized in good yields from readily available 3-ethynyllithio-benzo[b]thiophenyllithio compounds, sulfur or selenium, and 2 equiv of acid chlorides. Two heteroarene rings were constructed by a twofold cyclization via an acid chloride-induced electrophilic ring closing and the McMurry cyclization using Zn/TiCl4 reagents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.088
• 作为产物：
  描述：

  5-甲基噻吩-2-羰酰氯 、 3-ethynylbenzo[b]thiophene 在 叔丁基锂 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 乙醚 、 正戊烷 、 四氢呋喃 为溶剂， 反应 3.0h， 以70%的产率得到S-3-(5-methylthiophene-2-carbonyl)-[1]benzothieno[2,3-b]thiophen-2-yl 5-methylthiophene-2-carbothioate
  参考文献：
  名称：

  Synthesis of benzothieno[2,3-b]thiophenes, [2,3-b:3′,2′-d]-dithienothiophenes and their selenium derivatives via electrophilic cyclization and McMurry cyclization

  摘要：

  Benzothieno[2,3-b]thiophenes, [2,3-b:3',2'-d]-dithienothiophenes, and their selenium derivatives were synthesized in good yields from readily available 3-ethynyllithio-benzo[b]thiophenyllithio compounds, sulfur or selenium, and 2 equiv of acid chlorides. Two heteroarene rings were constructed by a twofold cyclization via an acid chloride-induced electrophilic ring closing and the McMurry cyclization using Zn/TiCl4 reagents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.088