A general metal-free route towards the synthesis of 1,2,3-triazoles from readily available primary amines and ketones

An unprecedented approach that enables the direct and selective preparation of 1,5-disubstituted 1,2,3-triazoles from abundantly available building blocks such as primary amines, enolizable ketones and 4-nitrophenyl azide as a renewable source of dinitrogen via an organocascade process has been deve...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-02, Vol.52 (14), p.2885-2888
Main Authors: Thomas, Joice, Jana, Sampad, John, Jubi, Liekens, Sandra, Dehaen, Wim
Format: Article
Language:English
Subjects:
Amines
Ketones
Methodology
Synthesis
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Summary:An unprecedented approach that enables the direct and selective preparation of 1,5-disubstituted 1,2,3-triazoles from abundantly available building blocks such as primary amines, enolizable ketones and 4-nitrophenyl azide as a renewable source of dinitrogen via an organocascade process has been developed. Furthermore, this efficient methodology also enables the synthesis of fully functionalized and fused N-substituted heterocycles. A metal-free route towards different 1,2,3-triazole heterocycles was accomplished by using inexpensive and readily available ketones and primary amines. This reaction is very general and was extended to functionalize different amino esters, dendrimers and natural products.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc08347h