(1Z)-3-(benzylimino)-7-chloro-1-[(6-chloro-4-oxo-4H-chromen-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (1Z)-3-(benzylimino)-7-chloro-1-[(6-chloro-4-oxo-4H-chromen-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one
• 英文别名: (1Z)-3-benzylimino-7-chloro-1-[(6-chloro-4-oxochromen-3-yl)methylidene]furo[3,4-b]chromen-9-one
• 化学式: C₂₈H₁₅Cl₂NO₅
• 分子量: 516.337
• InChiKey: XEWBIIHXIUONSK-SKDORBOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苄异腈 、 6-氯-3-甲酰基色酮 以 二氯甲烷 为溶剂， 反应 96.0h， 以62%的产率得到(1Z)-3-(benzylimino)-7-chloro-1-[(6-chloro-4-oxo-4H-chromen-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one
  参考文献：
  名称：

  Serendipitous stereoselective synthesis of brand-new fluorescent dyes: (1Z)-3-(alkylimino)-1-[(chromone-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one-type fluorophores with blue fluorescence emission properties

  摘要：

  The reactions of 3-formylchromones with alkyl isocyanides in dry dichloromethane at room temperature lead to new types of organic fluorophores (1Z)-3-(alkylimino)-1-[(chromone-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one, which exhibited strong blue emission in solution. The reactions involve a [4+1] cycloaddition followed by an activated electrophilic aromatic substitution at the furan ring and dehydration sequence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.033

文献信息

• Serendipitous stereoselective synthesis of brand-new fluorescent dyes: (1Z)-3-(alkylimino)-1-[(chromone-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one-type fluorophores with blue fluorescence emission properties
  作者：Mohammad Bagher Teimouri

  DOI：10.1016/j.tet.2011.01.033

  日期：2011.3

  The reactions of 3-formylchromones with alkyl isocyanides in dry dichloromethane at room temperature lead to new types of organic fluorophores (1Z)-3-(alkylimino)-1-[(chromone-3-yl)methylene]-1,3-dihydro-9H-furo[3,4-b]chromen-9-one, which exhibited strong blue emission in solution. The reactions involve a [4+1] cycloaddition followed by an activated electrophilic aromatic substitution at the furan ring and dehydration sequence. (C) 2011 Elsevier Ltd. All rights reserved.