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A revisit to Gattermann reaction: interesting synthesis of nitrogen heterocyclic aromatic halides and their fluorescence properties

Abstract

Gattermann reaction and electrophilic substitution that simultaneously conducted in an one-pot reaction was reported. 2-Chloro-5-(3-chloro-4-methoxyphenyl)-1,3,4-thiadiazole and three similar aromatic halides were facilely synthesized from 2-amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole, 2-amino-5-(4-methoxyphenyl)-1,3,4-oxadiazoles, and 3-amino-5-(4-methoxy-phenyl)-4H-1,2,4-triazole. In this process, not only amino-group on the heterocyclic ring was substituted with halogen atom but also the hydrogen atom on benzene ring. The mechanism for above transformation was suggested too. Moreover, the fluorescence properties of compounds were systematically investigated.

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Publication details

The article was received on 22 Jul 2017, accepted on 11 Sep 2017 and first published on 12 Sep 2017


Article type: Paper
DOI: 10.1039/C7NJ02672B
Citation: New J. Chem., 2017, Accepted Manuscript
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    A revisit to Gattermann reaction: interesting synthesis of nitrogen heterocyclic aromatic halides and their fluorescence properties

    J. Li, N. Wang, W. liu, H. Ding, Y. An and C. Lv, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ02672B

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