Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 23, Pages 17265-17273Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02362
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Funding
- National Key R&D Program of China [2019YFE0123100]
- National Natural Science Foundation of China [81773898]
- excellent young scientist fundation of Henan Province [212300410066]
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A new and practical protocol has been developed for the synthesis of medicinally privileged azolo[1,3,5]triazines by simply heating under air. The method involves in situ generation of N-azolo amidines from commercially available aromatic aldehydes and 3-aminoazoles with ammonium iodide, followed by a second diamination to accomplish the heteroannulation reaction. This process is appreciated for its high efficiency, broad substrate scope, gram-scale synthesis, and operational simplicity under reagent-free conditions.
A new and practical protocol for the synthesis of medicinally privileged azolo[1,3,5]triazines by simply heating under air has been presented. The in situ generated N-azolo amidines from commercially available aromatic aldehydes and 3-aminoazoles with ammonium iodide undergo the second diamination to accomplish the [3 + 1 + 1 + 1] heteroannulation reaction. This convenient process is appreciated by high efficiency, broad substrate scope, gram-scale synthesis, and operational simplicity under reagent-free conditions.
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