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Scope of tetrazolo[1,5-a] quinoxalines in CuAAC reactions for the synthesis of triazoloquinoxalines, imidazoloquinoxalines, and rhenium complexes thereof
- Source :
- Beilstein Journal of Organic Chemistry, 18, 1088–1099
- Publication Year :
- 2022
- Publisher :
- Beilstein-Institut, 2022.
-
Abstract
- The conversion of tetrazolo[1,5-a]quinoxalines to 1,2,3-triazoloquinoxalines and triazoloimidazoquinoxalines under typical conditions of a CuAAC reaction has been investigated. Derivatives of the novel compound class of triazoloimidazoquinoxalines (TIQ) and rhenium(I) triazoloquinoxaline complexes as well as a new TIQ rhenium complex were synthesized. As a result, a small 1,2,3-triazoloquinoxaline library was obtained and the method could be expanded towards 4-substituted tetrazoloquinoxalines. The compatibility of various aliphatic and aromatic alkynes towards the reaction was investigated and the denitrogenative annulation towards imidazoloquinoxalines could be observed as a competing reaction depending on the alkyne concentration and the substitutions at the quinoxaline.
- Subjects :
- Technology
Organic Chemistry
ELN
ddc:600
SCXD
Subjects
Details
- Language :
- English
- ISSN :
- 18605397
- Database :
- OpenAIRE
- Journal :
- Beilstein Journal of Organic Chemistry, 18, 1088–1099
- Accession number :
- edsair.doi.dedup.....f2e22145207005ae17a584dd74049170