Site-selective conversion of azido groups at carbonyl α-positions into oxime groups leading triazide to a triple click conjugation scaffold

This paper reports the selective conversion of alkyl azido groups at the carbonyl α-position into oximes through β-elimination of dinitrogen, followed by transoximation. With this method and diazo conversion, a triazido molecule was transformed into a triple click conjugation scaffold allowing one-p...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-02, Vol.55 (13), p.1891-1894
Main Authors: Yokoi, Taiki, Ueda, Tomomi, Tanimoto, Hiroki, Morimoto, Tsumoru, Kakiuchi, Kiyomi
Format: Article
Language:English
Subjects:
Carbonyls
Conjugation
Conversion
Crystallography
NMR
Nuclear magnetic resonance
Oximes
Scaffolds
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Summary:This paper reports the selective conversion of alkyl azido groups at the carbonyl α-position into oximes through β-elimination of dinitrogen, followed by transoximation. With this method and diazo conversion, a triazido molecule was transformed into a triple click conjugation scaffold allowing one-pot four-component coupling.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc09415b