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Synthesis 2018; 50(14): 2768-2774
DOI: 10.1055/s-0037-1609720
DOI: 10.1055/s-0037-1609720
paper
A Mild Multi-Component Reaction for the Synthesis of 4,5-Disubstituted 1H-1,2,3-Triazoles from Phosphonium Salts, Aldehydes, and Sodium Azide
This work was financially supported by the National Science Foundation of China (Grant No. 21172019).Further Information
Publication History
Received: 25 January 2018
Accepted after revision: 27 March 2018
Publication Date:
08 May 2018 (online)
Abstract
A mild and metal-free multi-component reaction to synthesize 4,5-disubstituted 1H-1,2,3-triazoles from phosphonium salts, aldehydes, and sodium azide is described. The process undergoes an organocatalyzed coupling of formyl group with phosphonium to form a key intermediate, olefinic phosphonium salt, which is followed by the [3+2] cycloaddition of the azide to the activated alkene. A series of representative 4,5-disubstituted 1H-1,2,3-triazoles were prepared.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609720.
- Supporting Information
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Selected examples of methods for synthesizing 1,2,3-triazoles: