ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate | 1415703-35-3

• 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: ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• 英文别名: Ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate；ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
• CAS: 1415703-35-3
• 化学式: C₁₉H₂₂O₄S
• 分子量: 346.447
• InChiKey: NQKAYWVSQNDJPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  73
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 三溴化硼 、 potassium tert-butylate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 18.25h， 以79%的产率得到
  参考文献：
  名称：

  Design and synthesis of condensed thienocoumarins by Suzuki–Miyaura reaction/lactonization tandem protocol

  摘要：

  A concise and efficient approach to a series of chromen-4-ones with fused thiophene ring has been developed using the Suzuki-Miyaura reaction of bromothiophene-2- and 3-carboxylates with 2-methoxyboronic acids and subsequent cyclization of prepared alkyl (2-methoxy)aryl thiophene-2- and 3-carboxylates under the action of BBr3/KOtBu. Starting bromothiophenes are easily obtained from corresponding commercially available aminothiophenes by diazotization/bromination reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.096
• 作为产物：
  描述：

  2-氨基-4,5,6,7-四氢苯并噻酚-3-羧酸乙酯 在 potassium phosphate 、 四(三苯基膦)钯 、 亚硝酸特丁酯 、 copper(ll) bromide 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 6.0h， 生成 ethyl 2-(2,6-dimethoxyphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Design and synthesis of condensed thienocoumarins by Suzuki–Miyaura reaction/lactonization tandem protocol

  摘要：

  A concise and efficient approach to a series of chromen-4-ones with fused thiophene ring has been developed using the Suzuki-Miyaura reaction of bromothiophene-2- and 3-carboxylates with 2-methoxyboronic acids and subsequent cyclization of prepared alkyl (2-methoxy)aryl thiophene-2- and 3-carboxylates under the action of BBr3/KOtBu. Starting bromothiophenes are easily obtained from corresponding commercially available aminothiophenes by diazotization/bromination reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.096

文献信息

• Design and synthesis of condensed thienocoumarins by Suzuki–Miyaura reaction/lactonization tandem protocol
  作者：Viktor O. Iaroshenko、Sajid Ali、Satenik Mkrtchyan、Ashot Gevorgyan、Tariq Mahmood Babar、Volodymyr Semeniuchenko、Zahid Hassan、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tetlet.2012.10.096

  日期：2012.12

  A concise and efficient approach to a series of chromen-4-ones with fused thiophene ring has been developed using the Suzuki-Miyaura reaction of bromothiophene-2- and 3-carboxylates with 2-methoxyboronic acids and subsequent cyclization of prepared alkyl (2-methoxy)aryl thiophene-2- and 3-carboxylates under the action of BBr3/KOtBu. Starting bromothiophenes are easily obtained from corresponding commercially available aminothiophenes by diazotization/bromination reaction. (C) 2012 Elsevier Ltd. All rights reserved.