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Synthesis 2020; 52(01): 69-74
DOI: 10.1055/s-0039-1690712
DOI: 10.1055/s-0039-1690712
paper
Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives
This work was supported by the Key Research and Development Program of Shandong Province (2019GSF108089), the Natural Science Foundation of Shandong Province (ZR2019MB009), the National Natural Science Foundation of China (21672046, 21372054), and with funding from the Huancui District of Weihai City.Weitere Informationen
Publikationsverlauf
Received: 21. Juli 2019
Accepted after revision: 24. September 2019
Publikationsdatum:
14. Oktober 2019 (online)
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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690712.
- Supporting Information
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