3-(3-butoxy-3-oxopropyl)-5-chlorothiophene-2-carboxylic acid methyl ester | 1227664-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-(3-butoxy-3-oxopropyl)-5-chlorothiophene-2-carboxylic acid methyl ester
• 英文别名: Methyl 3-(3-butoxy-3-oxopropyl)-5-chlorothiophene-2-carboxylate
• CAS: 1227664-09-6
• 化学式: C₁₃H₁₇ClO₄S
• 分子量: 304.795
• InChiKey: YZEHCJDBTKMGDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylic acid methyl ester 在 [Rh(cod)2]SbF6 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以65%的产率得到3-(3-butoxy-3-oxopropyl)-5-chlorothiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex

  摘要：

  The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene. pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.

  DOI：

  10.1021/jo100352b

文献信息

• Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex
  作者：Soichiro Kawamorita、Hirohisa Ohmiya、Masaya Sawamura

  DOI：10.1021/jo100352b

  日期：2010.6.4

  The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene. pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.