1-oxo-10-thien-2-yl-3,4,9,10-tetrahydro-1H-2-oxa-4,9-diazabenzo[f]azulene-6-carboxylic acid | 1313371-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1-oxo-10-thien-2-yl-3,4,9,10-tetrahydro-1H-2-oxa-4,9-diazabenzo[f]azulene-6-carboxylic acid
• 英文别名: 3-Oxo-4-thiophen-2-yl-1,4,5,10-tetrahydrofuro[3,4-c][1,5]benzodiazepine-8-carboxylic acid；3-oxo-4-thiophen-2-yl-1,4,5,10-tetrahydrofuro[3,4-c][1,5]benzodiazepine-8-carboxylic acid
• CAS: 1313371-08-2
• 化学式: C₁₆H₁₂N₂O₄S
• 分子量: 328.348
• InChiKey: SOXUQJFCCBPUIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 4-羟乙酰乙酸内酯 、 3,4-二氨基苯甲酸 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.7h， 以74%的产率得到1-oxo-10-thien-2-yl-3,4,9,10-tetrahydro-1H-2-oxa-4,9-diazabenzo[f]azulene-6-carboxylic acid
  参考文献：
  名称：

  Microwave-assisted multi-component reaction in water leading to highly regioselective formation of benzo[f]azulen-1-ones

  摘要：

  Microwave-assisted three-component reaction has been established for the regioselective synthesis of benzo[f]azulen-1-ones. The reaction was performed in aqueous media under microwave irradiation by using readily available and inexpensive starting materials. A total of 38 examples were examined to show a broad substrate scope and good overall yields (70-89%). The present new synthesis shows attractive green chemistry characteristics, such as the use of water as reaction media, concise one-pot conditions, short reaction periods (7-24 min), easy work-up/purification, and reduced waste production without the use of any strong acids or metal promoters. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.002

文献信息

• Microwave-assisted multi-component reaction in water leading to highly regioselective formation of benzo[f]azulen-1-ones
  作者：Shu-Liang Wang、Chuang Cheng、Fei-Yue Wu、Bo Jiang、Feng Shi、Shu-Jiang Tu、Trideep Rajale、Guigen Li

  DOI：10.1016/j.tet.2011.05.002

  日期：2011.6

  Microwave-assisted three-component reaction has been established for the regioselective synthesis of benzo[f]azulen-1-ones. The reaction was performed in aqueous media under microwave irradiation by using readily available and inexpensive starting materials. A total of 38 examples were examined to show a broad substrate scope and good overall yields (70-89%). The present new synthesis shows attractive green chemistry characteristics, such as the use of water as reaction media, concise one-pot conditions, short reaction periods (7-24 min), easy work-up/purification, and reduced waste production without the use of any strong acids or metal promoters. (C) 2011 Elsevier Ltd. All rights reserved.