3-(o-tolyl)furan | 80866-25-7

• 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: 3-(o-tolyl)furan
• 英文别名: 3-o-tolylfuran；3-(2-Methylphenyl)furan
• CAS: 80866-25-7
• 化学式: C₁₁H₁₀O
• 分子量: 158.2
• InChiKey: HBPOIHABNARRCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-trifluoromethylthiosaccharin 、 3-(o-tolyl)furan 在 sodium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以81%的产率得到3-(o-tolyl)-2-((trifluoromethyl)thio)furan
  参考文献：
  名称：

  Sodium Chloride Catalyzed Regioselective Trifluoromethylthiolation of Furans

  摘要：

  Here, we report the catalytic trifluoromethylthiolation of furans employing sodium chloride as an inexpensive, abundant and ecologically friendly catalyst. The developed method exhibits perfect regioselectivity and a high functional group tolerance. Furthermore, the robustness of the newly developed method was determined by the additive-based Robustness Screen.

  DOI：

  10.1055/s-0036-1588609
• 作为产物：
  描述：

  4-(2-methylphenyl)-furan-2(5H)-one 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以83%的产率得到3-(o-tolyl)furan
  参考文献：
  名称：

  Taniguchi, Takahiko; Nagata, Hiroshi; Kanada, Regina Mikie, Heterocycles, 2000, vol. 52, # 1, p. 67 - 71

  摘要：

  DOI：

文献信息

• Palladium/tetraphosphine catalyzed suzuki cross‐coupling of heteroarylboronic acids with aryl halides
  作者：Isabelle Kondolff、Henri Doucet、Maurice Santelli

  DOI：10.1002/jhet.5570450109

  日期：2008.1

  ne/[PdCl(C3H5)]2 efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiophene- or benzothiopheneboronic acids, furan- or benzofuranboronic acids and 3-pyridineboronic acid with a variety of aryl bromides gave the corresponding coupling products in good yields. However, in most cases

  顺式，顺式，顺式-1,2,3,4-四（二苯基膦甲基）环戊烷/ [PdCl（C 3 H 5）] 2有效催化杂芳基硼酸与芳基溴化物的Suzuki反应，以及芳基硼酸与杂芳基的偶联溴化物。噻吩或苯并噻吩硼酸，呋喃或苯并呋喃硼酸和3-吡啶硼酸与各种芳基溴的偶合得到相应的偶合产物，收率很高。然而，在大多数情况下，使用杂芳基溴化物与芳基硼酸进行的逆反应在底物/催化剂的比例方面获得了更好的结果。
• Suzuki Coupling Reactions of Heteroarylboronic Acids with Aryl Halides and Arylboronic Acids with Heteroaryl Bromides Using a Tetraphosphine/Palladium Catalyst
  作者：Henri Doucet、Maurice Santelli、Isabelle Kondolff

  DOI：10.1055/s-2005-871951

  日期：——

  4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3 H 5 )] 2 efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiopheneboronic acids. 3-furanboronic acid and 3-pyridineboronic acid with a variety of aryl bromides gave the corresponding adducts in good yields. However, in most cases,

  cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3 H 5 )] 2 有效催化杂芳基硼酸与芳基溴化物的 Suzuki 反应以及芳基硼酸与杂芳基的偶联溴化物。噻吩硼酸的偶联。3-呋喃硼酸和3-吡啶硼酸与各种芳基溴化物以良好的产率得到相应的加合物。然而，在大多数情况下，杂芳基溴化物与芳基硼酸的反应在底物/催化剂比方面获得了更好的结果。
• Regiospecific synthesis of arylfurans employing a nickel(II)-phosphine complex as a catalyst in the homolytic cross-coupling of Grignard reagents to halofurans
  作者：Lendon N. Pridgen、Stella S. Jones

  DOI：10.1021/jo00347a049

  日期：1982.4
• PRIDGEN, L. N.;JONES, S. S., J. ORG. CHEM., 1982, 47, N 8, 1590-1592
  作者：PRIDGEN, L. N.、JONES, S. S.

  DOI：——

  日期：——
• Sodium Chloride Catalyzed Regioselective Trifluoromethylthiolation of Furans
  作者：Frank Glorius、Johannes Ernst、Lena Rakers

  DOI：10.1055/s-0036-1588609

  日期：——

  Here, we report the catalytic trifluoromethylthiolation of furans employing sodium chloride as an inexpensive, abundant and ecologically friendly catalyst. The developed method exhibits perfect regioselectivity and a high functional group tolerance. Furthermore, the robustness of the newly developed method was determined by the additive-based Robustness Screen.