Synthesis of (1H-1,2,3-Triazol-1-yl)acetic Acid Derivatives

A convenient synthetic approach to (1 H -1,2,3-triazol-1-yl)acetic acid derivatives via the reaction of azidoacetamides with β-ketoesters and acetylacetone is proposed. Based on this strategy, 1,5-disubstituted 1,2,3-triazoles were prepared from available reagents under metal-free conditions. A one-...

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Bibliographic Details
Published inRussian journal of organic chemistry Vol. 56; no. 8; pp. 1421 - 1431
Main Authors Pokhodylo, N. T., Savka, R. D., Obushak, M. D.
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.08.2020
Springer Nature
Springer Nature B.V
Subjects
Acetic acid
Acetylacetone
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Derivatives
Organic Chemistry
Physical Sciences
Reagents
Science & Technology
Synthesis
Triazoles
1,2,3-triazol-1-yl)acetic acids
1
Dimroth reaction
1,3-dicarbonyl compounds
azides
1,2,3-triazoles
3-triazol-1-yl)acetic acids
3-dicarbonyl compounds
DESIGN
ONE-POT SYNTHESIS
CLICK CHEMISTRY
ANTICANCER ACTIVITY EVALUATION
1H-1
PEPTIDE
TRIAZO-GROUP
2
3-triazoles
KETO
1,3,4-OXADIAZOLES
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Summary:A convenient synthetic approach to (1 H -1,2,3-triazol-1-yl)acetic acid derivatives via the reaction of azidoacetamides with β-ketoesters and acetylacetone is proposed. Based on this strategy, 1,5-disubstituted 1,2,3-triazoles were prepared from available reagents under metal-free conditions. A one-pot protocol for the synthesis of (5-methyl-1 H -1,2,3-triazol-1-yl)acetamides derived from N -substituted chloroacetamides is developed.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428020080138