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2012 , Vol. 32 >Issue 08: 1503 - 1508

DOI: https://doi.org/10.6023/cjoc201204023

研究简报

一种合成β-甲酰氟硼吡咯新方法

  • 叶家海 ,
  • 叶文芳 ,
  • 肖承涛 ,
  • 陈雨 ,
  • 王光普 ,
  • 张文超
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  • 南京理工大学化工学院 南京 210094

收稿日期: 2012-04-20

  修回日期: 2012-05-09

  网络出版日期: 2012-05-11

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A New Approach to the Synthesis of β-Formyl-boron-dipyrromethenes

  • Ye Jiahai ,
  • Ye Wenfang ,
  • Xiao Chengtao ,
  • Chen Yu ,
  • Wang Guangpu ,
  • Zhang Wenchao
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  • School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094

Received date: 2012-04-20

  Revised date: 2012-05-09

  Online published: 2012-05-11

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摘要

氟硼吡咯和氮杂氟硼吡咯分别与草酰氯在N,N-二甲基甲酰胺溶液中发生Vilsmeier-Haack反应, 生成相应的β-甲酰氟硼吡咯和β-甲酰氮杂氟硼吡咯. 该反应分别在室温和50℃搅拌条件下顺利实现, 并对氟硼吡咯和氮杂氟硼吡咯两种底物都具有较高产率. 此外, 该反应具有原料易得、低污染的优点.

关键词： 氟硼吡咯; 氮杂氟硼吡咯; β-甲酰化; Vilsmeier-Haack反应

本文引用格式

叶家海 , 叶文芳 , 肖承涛 , 陈雨 , 王光普 , 张文超 . 一种合成β-甲酰氟硼吡咯新方法[J]. 有机化学, 2012 , 32(08) : 1503 -1508 . DOI: 10.6023/cjoc201204023

Abstract

A series of β-formyl-boron-dipyrromethenes (BODIPYs) 2 and β-formyl-aza-BODIPYs 4 were synthesized from tetramethyl-BODIPYs 1 and tetraaryl-aza-BODIPYs 3 respectively via the Vilsmeier-Haack reaction using (COCl)2 and DMF as the precursors efficiently. The Vilsmeier-Haack reaction was carried out smoothly under room temperature or 50℃ for BODIPYs or aza-BODIPYs respectively to give the β-formyl products in good yield. The advantage of this new method is the using of commercially available chemical and the less pollution.

Key words： BODIPY; aza-BODIPY; β-formylation; Vilsmeier-Haack reaction

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