3-methyl-2-phenyl-5-(thiophen-2-yl)furan | 1443441-74-4

• 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-methyl-2-phenyl-5-(thiophen-2-yl)furan
• 英文别名: 3-methyl-2-phenyl-5-thiophen-2-ylfuran
• CAS: 1443441-74-4
• 化学式: C₁₅H₁₂OS
• 分子量: 240.326
• InChiKey: BUVKOJQBILIHSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 甲醇 作用下， 以 1,2-二氯乙烷 为溶剂， 以33.6 mg的产率得到3-methyl-2-phenyl-5-(thiophen-2-yl)furan
  参考文献：
  名称：

  Successively Recycle Waste as Catalyst: A One-Pot Wittig/1,4-Reduction/Paal–Knorr Sequence for Modular Synthesis of Substituted Furans

  摘要：

  A one-pot tandem Wittig/conjugate reduction/PaalKnorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

  DOI：

  10.1021/acs.orglett.5b00442

文献信息

• Copper-catalyzed regioselective synthesis of furan via tandem cycloaddition of ketone with an unsaturated carboxylic acid under air
  作者：Monoranjan Ghosh、Subhajit Mishra、Kamarul Monir、Alakananda Hajra

  DOI：10.1039/c4ob01320d

  日期：——

  A catalytic decarboxylative annulation has been developed for the regioselective synthesis of trisubstituted furans by the cycloaddition of ketones with α,β-unsaturated carboxylic acids under ambient air. A library of furan derivatives were obtained in good yields from the readily available substrates in the combination of a catalytic amount of Cu-salt and a stoichiometric amount of water. Water plays

  已经开发了一种催化脱羧环化反应，用于通过在环境空气中将酮与α，β-不饱和羧酸环加成而进行区域选择性合成三取代呋喃。在催化量的铜盐和化学计量的水的组合下，从容易获得的底物中以高收率获得了呋喃衍生物库。在此催化转化中，水起着至关重要的作用。
• Synthesis of Polysubstituted Furans via Copper-Mediated Annulation of Alkyl Ketones with α,β-Unsaturated Carboxylic Acids
  作者：Yuzhu Yang、Jinzhong Yao、Yuhong Zhang

  DOI：10.1021/ol400912v

  日期：2013.7.5

  A novel copper-mediated annulation of alkyl ketones with alpha,beta-unsaturated carboxylic acids has been accomplished. This reaction provides a facile and regio-defined method for the synthesis of 2,3,5-trisubstituted furans from simple chemical reagents.
• Regioselective Synthesis of Multisubstituted Furans via Copper-Mediated Coupling between Ketones and β-Nitrostyrenes
  作者：Monoranjan Ghosh、Subhajit Mishra、Alakananda Hajra

  DOI：10.1021/acs.joc.5b00704

  日期：2015.5.15

  A copper-mediated intermolecular annulation of alkyl ketones and beta-nitrostyrenes has been developed for the regioselective synthesis of multisubstituted furan derivatives in good yields. This protocol is applicable to both cyclic and acyclic ketones.