A straightforward and versatile approach to the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from alkyl halides via a one-pot, three-component reaction

[Display omitted] The preparation of 1,4,5-trisubstituted 1,2,3-triazoles by the coupling of three components (alkyl halides, sodium azide, and active ketones) through an azide–enolate [3+2] cycloaddition (Dimroth cycloaddition) has been developed for the first time. A wide variety of halides (inclu...

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Bibliographic Details
Published in:Tetrahedron letters 2015-03, Vol.56 (13), p.1713-1715
Main Authors: González-Calderón, Davir, Aguirre-De Paz, José G., González-González, Carlos A., Fuentes-Benítes, Aydeé, González-Romero, Carlos
Format: Article
Language:English
Subjects:
Alkyl halides
Azide–enolate cycloaddition
Dimroth cycloaddition
Triazoles
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Summary:[Display omitted] The preparation of 1,4,5-trisubstituted 1,2,3-triazoles by the coupling of three components (alkyl halides, sodium azide, and active ketones) through an azide–enolate [3+2] cycloaddition (Dimroth cycloaddition) has been developed for the first time. A wide variety of halides (including chlorides, bromides, and iodides as well as primary and secondary derivatives) have demonstrated the versatility of this method, which is based on a one-pot system under mild reaction conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.02.049