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2012 , Vol. 32 >Issue 11: 2171 - 2176

DOI: https://doi.org/10.6023/cjoc201206003

研究简报

超声波辅助下新型2,6-二-(苯并呋喃-2-甲酰基)吡啶衍生物的简便合成

  • 高文涛 ,
  • 陶希月 ,
  • 林贵海 ,
  • 李阳
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  • 渤海大学超精细化学品研究所 锦州 121000

收稿日期: 2012-06-05

  修回日期: 2012-07-04

  网络出版日期: 2012-07-11

基金资助

辽宁省自然科学基金(No. 2012S001)资助项目.

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A Facile Synthesis of Novel Pyridine-2,6-diylbis(1-benzofuran-2- ylmethanone) Derivatives under Ultrasonic Conditions

  • Gao Wentao ,
  • Tao Xiyue ,
  • Lin Guihai ,
  • Li Yang
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  • Institute of Superfine Chemicals, Bohai University, Jinzhou 121000

Received date: 2012-06-05

  Revised date: 2012-07-04

  Online published: 2012-07-11

Supported by

Project supported by the Natural Science Foundation of Liaoning Province (No. 2012S001).

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摘要

报道了以2,6-二溴乙酰基吡啶为底物, 在乙腈为溶剂、PEG-400为催化剂的条件下分别与水杨醛、取代水杨醛及2-羟基-1-萘醛利用超声波辅助的Rap-Stoermer反应合成2,6-二-(苯(萘)并呋喃-2-甲酰基)吡啶衍生物的简便方法. 提供了一种将吡啶环和苯(萘)并呋喃环通过羰基联接构建成新型杂环骨架结构的新途径. 该方法具有反应时间短、条件温和、收率良好的优点. 产物结构经1H(13C) NMR, IR和元素分析表征.

关键词： 2,6-二溴乙酰基吡啶; 苯(萘)并呋喃; 羰基; 超声辅助合成; Rap-Stoermer反应

本文引用格式

高文涛 , 陶希月 , 林贵海 , 李阳 . 超声波辅助下新型2,6-二-(苯并呋喃-2-甲酰基)吡啶衍生物的简便合成[J]. 有机化学, 2012 , 32(11) : 2171 -2176 . DOI: 10.6023/cjoc201206003

Abstract

A facile synthesis of unreported pyridine-2,6-diylbis(benzofuran-2-ylmethanone) derivatives was described. The synthesis mainly relied on the ultrasound-assisted Rap-Stoermer reaction of 1,1'-(pyridine-2,6-diyl)bis(2-bromoethanone) with a variety of salicylaldehydes in MeCN at the presence of PEG-400. This procedure offered easy access to construct new prototypes containing methanone linker between the benzo(naphtho)furan ring and pyridine moiety at 2,6-position in a short reaction time and mild conditions with good yields. Compound structures were identified by means of 1H(13C) NMR, IR and elemental analysis.

Key words： 1,1'-(pyridine-2,6-diyl)bis(2-bromoethanone); benzo(naphtho)furan; carbonyl group; ultrasound-assisted; Rap- Stoermer reaction

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