Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives-Reference-Cited by-同舟云学术

Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives

Published:2019-10-14 Issue:01 Volume:52 Page:69-74
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Ji Yuan-Zhao¹,Li Hui-Jing¹²,Liu Ying¹²,Wu Yan-Chao¹²^ORCID

Affiliation:

1. School of Marine Science and Technology, Harbin Institute of Technology

2. Weihai Institute of Marine Biomedical Industrial Technology

Abstract

It has been reported previously that treatment of arylketone-derived arylsulfonylhydrazones with NXS/(nBu)4NX affords exclusively vinyl halides. In contrast, we have found that treatment of arylaldehyde-derived arylsulfonylhydrazones with N-chlorosuccinimide in the presence of potassium hydroxide affords 1,2,4,5-tetrazine derivatives in good to excellent yields. The present reactions are carried out under metal-free and mild reaction conditions.

Funder

Natural Science Foundation of Shandong Province

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1690712.pdf

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