β-(2-Furan)-vinylisocyanat | 29080-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: β-(2-Furan)-vinylisocyanat
• 英文别名: 2-(2'-Furyl)-1-isocyanato-ethylen；2-(2-Isocyanatoethenyl)furan
• CAS: 29080-01-1
• 化学式: C₇H₅NO₂
• 分子量: 135.122
• InChiKey: GYJKEOYTXSMUAU-UHFFFAOYSA-N

物化性质

• 沸点：
  193.9±32.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  β-(2-Furan)-vinylisocyanat 在 碘 作用下， 以 邻二氯苯 为溶剂， 生成 4,5-二氢-4-氧代呋喃[3,2]吡啶
  参考文献：
  名称：

  Design and effective synthesis of novel templates, 3,7-diphenyl-4-amino-thieno and furo-[3,2-c]pyridines as protein kinase inhibitors and in vitro evaluation targeting angiogenetic kinases

  摘要：

  A novel class of 3,7-diphenyl-4-amino-thieno and furo[3,2-c]pyridine has been designed based on pharmacophore models of ATP competitive kinase inhibitors. Versatile synthetic methods via double Suzuki coupling to explore SAR have been established and potent inhibitors against angiogenetic targets, VEGFR2, Tie-2, and EphB4, have been successfully discovered. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.050
• 作为产物：
  描述：

  3-(fur-2-yl)crotonic acid 在 二苯基膦叠氮化物 、 三乙胺 作用下， 以 邻二氯苯 为溶剂， 反应 0.25h， 生成 β-(2-Furan)-vinylisocyanat
  参考文献：
  名称：

  通过 Curtius 重排和微波辅助热电环化从杂芳基丙烯酸中一锅法合成稠合 2-吡啶酮

  摘要：

  We investigated the one-pot synthesis of several fused 2-pyridone ring systems based on a Curtius rearrangement, followed by a microwave-assisted thermal electrocyclization of a 2-aza-6 pi-electron system including isocyanate. We synthesized seven heterocyclic compounds containing a fused 2-pyridone ring. In these results, the one-pot synthesis of fused 2-pyridone ring system 5 from (E)-acrylic acids 1 under microwave irradiation conditions was more effective than the conventional reaction conditions in terms of the yield and the reaction time.

  DOI：

  10.3987/com-16-s(s)13

文献信息

• Decarboxylative Enamide Synthesis from Carboxylic Acid and Alkenyl Isocyanate
  作者：Rui Wang、Wenbo H. Liu

  DOI：10.1021/acs.orglett.3c01682

  日期：2023.7.21

  protocol to access the enamide via employing carboxylic acid and alkenyl isocyanate as the precursors promoted by DMAP without involving any metal catalysts and dehydration reagents. This protocol is simple and practical and tolerates numerous functional groups. Considering the simplicity, the ready availability of both starting materials, and the significance of the enamides, we expect that this reaction

  在此，我们报道了一种通过使用羧酸和烯基异氰酸酯作为 DMAP 促进的前体来获取烯酰胺的方案，而不涉及任何金属催化剂和脱水试剂。该协议简单实用，并且能够容忍多种官能团。考虑到简单性、两种起始材料的现成性以及烯酰胺的重要性，我们预计该反应将得到广泛的应用。
• Moskal, Janusz; Leusen, Albert M. van, Recueil des Travaux Chimiques des Pays-Bas, 1986, vol. 105, # 4, p. 141 - 142
  作者：Moskal, Janusz、Leusen, Albert M. van

  DOI：——

  日期：——
• Design and effective synthesis of novel templates, 3,7-diphenyl-4-amino-thieno and furo-[3,2-c]pyridines as protein kinase inhibitors and in vitro evaluation targeting angiogenetic kinases
  作者：Yasushi Miyazaki、Masato Nakano、Hideyuki Sato、Anne T. Truesdale、J. Darren Stuart、Eldridge N. Nartey、Kendra E. Hightower、Laurie Kane-Carson

  DOI：10.1016/j.bmcl.2006.09.050

  日期：2007.1

  A novel class of 3,7-diphenyl-4-amino-thieno and furo[3,2-c]pyridine has been designed based on pharmacophore models of ATP competitive kinase inhibitors. Versatile synthetic methods via double Suzuki coupling to explore SAR have been established and potent inhibitors against angiogenetic targets, VEGFR2, Tie-2, and EphB4, have been successfully discovered. (c) 2006 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Fused 2-Pyridones from Heteroarylacrylic Acid via Curtius Rearrangement and Microwave-Assisted Thermal Electrocyclization
  作者：Tominari Choshi、Takashi Nishiyama、Noriyuki Hatae、Kaori Hayashi、Manami Obata、Kimiko Taninaka、Masahiro Yamane、Shota Oda、Takumi Abe、Minoru Ishikura

  DOI：10.3987/com-16-s(s)13

  日期：——

  We investigated the one-pot synthesis of several fused 2-pyridone ring systems based on a Curtius rearrangement, followed by a microwave-assisted thermal electrocyclization of a 2-aza-6 pi-electron system including isocyanate. We synthesized seven heterocyclic compounds containing a fused 2-pyridone ring. In these results, the one-pot synthesis of fused 2-pyridone ring system 5 from (E)-acrylic acids 1 under microwave irradiation conditions was more effective than the conventional reaction conditions in terms of the yield and the reaction time.