Improved solubility and stability of trialkylammonium selenocarboxylate in organic solvents for efficient amidation with azides

Tetrahedron Letters

Volumn 47, Issue 27, 2006, Pages 4609-4613

  Surabhi, Prathima ^a   Wu, Xinghua ^a   Hu, Longqin ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AZIDE; CARBOXYLIC ACID DERIVATIVE; DIACYL DISELENIDE; ETHANOLAMINE DERIVATIVE; ETHYLDIISOPROPYLAMINE; ORGANIC SOLVENT; PIPERIDINE; SELENIDE; SODIUM CHLORIDE; UNCLASSIFIED DRUG;

AMIDATION; ARTICLE; CHEMICAL REACTION; ELECTRON; MOLECULAR STABILITY; QUANTUM YIELD; ROOM TEMPERATURE; SOLUBILITY;

EID: 33744541572     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.04.144     Document Type: Article

References (15)

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12. For the stability assay, the best azide substrate was used in excess to ensure fast and quantitative consumption of all selenocarboxylate at a given time point.
13. 3, water and concentrated to dryness. The crude product was then purified by silica gel flash column chromatography.
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15. Since the half-life of selenocarboxylate at 55 °C is about 1.4 h, extending the reaction beyond 6 h has little effect on the reaction yield.