ChemInform Abstract: Synthesis and Crystal Structure of Bis(1,2,3)triazolo(1,5‐a:4′,5′‐d)pyrimidin‐9‐ones.

L'abbé, G.; Godts, Françoise; Toppet, Suzanne; Meervelt, Luc Van; King, G. S. D.

doi:10.1002/chin.198801243

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“…The authors [26] developed a two-stage method for the synthesis of bis [1,2,3]triazolo [1,5-a:4',5'-e]pyrimidinones 62, the first stage of it was azidation of amines 60 to the corresponding 5-azido-1,2,3-triazolocarboxylates 61, and the second stage was their cyclocondensation with active methylene nitriles 9 leading to the target products (Scheme 16).…”

Section: The Synthesis Of Triazolo[45-d]pyrimidines 21 Reactions Invo...mentioning

confidence: 99%

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

СИРОТА

Kemskiy

Saliyeva

et al. 2022

J. Org. Pharm. Chem.

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Aim. To analyze and summarize the synthetic potential of 1,2,3-triazole-4(5)-amines as efficient building blocks in the synthesis of triazolo-annulated pyridine, azine and azepine systems.Results and discussion. Original literature sources revealing the synthetic potential of 4(5)-amino functionalized 1,2,3-triazoles as convenient and available building blocks for the preparation of triazolo-annulated pyridines, azines and azepines were analyzed and systematized. Condensation of 1,2,3-triazole-4(5)-amines with methylene active compounds was shown to be a powerful tool for the synthesis of versatile triazolo[4,5-b]pyridines. In turn, the cyclocondensation based on 5-amino-1,2,3-triazole-4-carboxylic acids and their structurally modified derivatives was proven to be a general way for obtaining a number of triazolo[4,5-d]pyrimidine systems. Few representatives of triazolo-annulated pyridazines, 1,3-oxazines and 1,3-thiazines were synthesized by the intramolecular cyclization of the corresponding 4-aryl(carboxy-, aminomethyl)-5-amino-1,2,3-triazoles. The cyclocondensation involving 4,5-diamino-, 4-carbofunctionalized 5-amino-1,2,3-triazoles and 4-amino-5-thiocarboxamido-1,2,3-triazoles was successful for the construction of di-, oxa- and thiazepino-annulated triazoles.Conclusions. The analysis, systematization and summary of the literature regarding the synthetic potential of 1,2,3-triazole-4(5)-amines conclusively demonstrate that these structures are easily available and convenient molecular blocks for the construction of triazolo-annulated pyridine, azine and azepine systems that are important for synthetic and biomedical research.

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Section: The Synthesis Of Triazolo[45-d]pyrimidines 21 Reactions Invo...mentioning

confidence: 99%

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

СИРОТА

Kemskiy

Saliyeva

et al. 2022

J. Org. Pharm. Chem.

View full text Add to dashboard Cite

show abstract

ChemInform Abstract: Synthesis and Crystal Structure of Bis(1,2,3)triazolo(1,5‐a:4′,5′‐d)pyrimidin‐9‐ones.

Cited by 1 publication

References 1 publication

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

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