一种合成β-甲酰氟硼吡咯新方法

doi:10.6023/cjoc201204023

有机化学 ›› 2012, Vol. 32 ›› Issue (08): 1503-1508.DOI: 10.6023/cjoc201204023 上一篇下一篇

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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

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 发布日期:2012-05-11
通讯作者: 叶家海 E-mail:yjhnjunjust@sina.com

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

Ye Jiahai, Ye Wenfang, Xiao Chengtao, Chen Yu, Wang Guangpu, Zhang Wenchao

School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094

Received:2012-04-20 Revised:2012-05-09 Published:2012-05-11

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摘要/Abstract

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

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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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.

Ye Jiahai, Ye Wenfang, Xiao Chengtao, Chen Yu, Wang Guangpu, Zhang Wenchao. A New Approach to the Synthesis of β-Formyl-boron-dipyrromethenes[J]. Chin. J. Org. Chem., 2012, 32(08): 1503-1508.

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一种合成β-甲酰氟硼吡咯新方法

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

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