2H-氮杂卓衍生物迁移反应的光谱学特征

金月仙

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2H-氮杂卓衍生物迁移反应的光谱学特征

论文 | 更新时间：2020-08-12

- 2H-氮杂卓衍生物迁移反应的光谱学特征
- Spectroscopy Studying on Derivatives 2H-azepine PrS- migration Reaction
- 发光学报 2009年30卷第5期页码：658-662
- 作者机构：
  
  延边大学工学院工业设计系, 吉林延吉,133002
- 作者简介：
- 基金信息：
- DOI：
  中图分类号： O626.5
- 纸质出版日期：2009-10-30，
  
  网络出版日期：2009-10-30，
  
  收稿日期：2009-4-21，
  
  修回日期：1900-1-2，
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金月仙. 2H-氮杂卓衍生物迁移反应的光谱学特征[J]. 发光学报, 2009,30(5):658-662.

JIN Yue-xian. Spectroscopy Studying on Derivatives 2H-azepine PrS- migration Reaction[J]. Chinese Journal of Luminescence, 2009,30(5):658-662.
金月仙. 2H-氮杂卓衍生物迁移反应的光谱学特征[J]. 发光学报, 2009,30(5):658-662. DOI：

JIN Yue-xian. Spectroscopy Studying on Derivatives 2H-azepine PrS- migration Reaction[J]. Chinese Journal of Luminescence, 2009,30(5):658-662. DOI：

摘要

氮杂卓化合物存在1H-

2H-

3H-和4H-共4个互变异构体

其中

2H-

3H-系统是最重要的。2H-氮杂卓母体化合物很不稳定

4位存在叔-丁基

并且环上含有丙硫基(PrS-)取代基的2H-氮杂卓

不仅发生H迁移

也能发生PrS-迁移

向较稳定的3H-氮杂卓异构化。以2

7-二甲氧基-4-甲基-2H-氮杂卓为原料

通过与Pr-SH的取代反应

合成7-甲氧基-4-甲基-2-PrS-2H-氮杂卓

并讨论分析产物的迁移反应。通过IR、

H NMR、

C NMR、MS检测表明

在室温条件下

4位存在甲基的2H-氮杂卓衍生物

选择性地发生 PrS-迁移

生成3H-氮杂卓

而且此异构化反应速度比叔-丁基存在时的情况更快。

Abstract

In many biologies and plants

the ring containing the nitrogen atom of azepine

which as biologically active substances

is an important group of organic compounds.There is tautomers between 1H-

2H-

3H- in azepine

among them 2H-

3H- system are the most important.2H-azepine is unstable index compound

through H migration

the 3H-azepine isomerization is relatively stable.The existence of four tert-butyl and PrS- ring substituent containing the 2H-azepine

it not only can migrate to hydrogen atom

but also the movement of sulfur occurred

and 3H-azepine isomerization occurs.Regarding 2

7-dimethoxy-4-methyl-2H-azepine as raw materials

through the substitution reaction with propyl thiol

7-methoxy-4-methyl-2-propylthio-2H-azepine was synthesized and migration reaction was analyzed.IR

H NMR

C NMR

MS obervation showed that

at room temperature

the seletive PrS-migration base on 2H-azepine ring with 4-methyl 2H-azepine occures and 3H-arepine is established

wiche is faster than that with exitstence of tert-butyl.

关键词

2H-氮杂卓取代反应PrS-迁移异构化反应

Keywords

2H-azepinesubstitution reactionPrS migrationisomerization reaction

references

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