| 1307291-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1307291-38-8
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: AUNIOAHRIHPDGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-噻吩基乙酰腈 、 在 三苯基膦 作用下， 以 二甲基亚砜 为溶剂， 反应 1.33h， 以65%的产率得到methyl 2-benzyl-4-cyano-5-(thiophen-2-yl)furan-3-carboxylate
  参考文献：
  名称：

  Phosphine-Catalyzed [3 + 2] Annulations of γ-Functionalized Butynoates and 1C,3O-Bisnucleophiles: Highly Selective Reagent-Controlled Pathways to Polysubstituted Furans

  摘要：

  In this paper, a reagent-controlled [3 + 2] annulation of gamma-functionalized butynoates 1 and 1C,3O-bisnucleophiles 2 is reported, which leads to three distinct furan skeletons 3-5. A PPh3 catalyst preferentially attached the beta-position of 1a, facilitating a-addition to furnish Type I annulations. With the assistance of Ag2O, Type II annulations were achieved via selective gamma-substitution. In the absence of the PPh3 catalyst, the reagent Cs2CO3 promoted beta-addition to realize Type III annulations.

  DOI：

  10.1021/ol200940a

文献信息

• Cascade cyclization and acyl migration of propargylic esters with isocyanides: rapid access to substituted furans
  作者：Jie Hu、Youwen Fei、Hongbin Zhao、Zhishuang Wang、Chunju Li、Jian Li

  DOI：10.1039/c9cc03550h

  日期：——

  A novel rearrangement of ester-activated propargylic acetate with isocyanide has been disclosed. This protocol enables a quick synthesis of polysubstituted furan derivatives. The reaction outcome also reveals that the ester group is employed for the construction of a furan ring and an acyl migration is observed.

  已经公开了酯活化的炔丙基乙酸酯与异氰酸酯的新型重排。该方案能够快速合成多取代的呋喃衍生物。反应结果还表明，该酯基被用于构造呋喃环并观察到酰基迁移。
• Diastereoselective Synthesis of <i>oxa</i> ‐Bridged Tetracyclic Benzooxazines from the Reaction of 2‐Isocyanophenyloxyacrylates and Propargylic Esters
  作者：Yao Xiao、Jie Shen、Li Wang、Shanya Lu、Jian Li

  DOI：10.1002/adsc.202100693

  日期：2021.8.13

  A cascade annulation of 2-isocyanophenyloxyacrylate and propargylic ester under basic conditions has been disclosed. This methodology enables diastereoselective synthesis of oxa-bridged tetracyclic benzooxazine. The annulation proceeds through isomerization, Michael addition, triple annulation and acyl migration processes.

  已经公开了在碱性条件下2-异氰基苯氧基丙烯酸酯和炔丙酯的级联环化。这种方法能够非对映选择性合成氧杂桥连四环苯并恶嗪。环化通过异构化、迈克尔加成、三重环化和酰基迁移过程进行。