期刊
TETRAHEDRON LETTERS
卷 69, 期 -, 页码 -出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2021.152956
关键词
Cyclization; Nitrogen heterocycles; Imidates; Spiro compounds; Azoles
资金
- Enamine Ldt.
- NIH [GM133836]
- Ministry of Education and Science of Ukraine [19BF037-03]
A series of compounds, including 2-(1H-1,2,4-triazol-3-yl)acetates and different substituted 5-amino-2,4-dihydro-3H-pyrazol-3-ones, were synthesized using the Pinner reaction strategy. The scope and limitations of the synthesis method have been established.
A series of 2-(1H-1,2,4-triazol-3-yl)acetates, as well as 4-mono- and 4,4-disubstituted 5-amino-2,4-dihydro-3H-pyrazol-3-ones (including spirocyclic derivatives) have been synthesized using the Pinner reaction strategy. alpha-Mono- and alpha,alpha-disubstituted ethyl cyanoacetates were converted into the corresponding carboxyimidate salts that served as the key intermediates. Their further reaction with formylhydrazide or hydrazine hydrate provided triazolylacetates or aminopyrazolones (including spirocyclic derivatives), depending on the structure of the starting Pinner salt and the nature of the nucleophile. The scope and limitations of the developed synthetic method have been established. (C) 2021 Elsevier Ltd. All rights reserved.
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