Multi-Component Synthesis of N-Unsubstituted 1,2,3-Triazoles

A Mild Multi-Component Reaction for the Synthesis of 4,5-Disubstituted 1H-1,2,3-Triazoles from Phosphonium Salts, Aldehydes, and Sodium Azide: G.-L. Wu, Q.-P. Wu
Synthesis 2018, DOI: 10.1055/s-0037-1609720

1,2,3-Triazoles are very important compounds which are often synthesized by using Huisgen 1,3-dipolar cycloadditions. However N-unsubstituted 4,5-disubstituted 1H-1,2,3-triazoles are less readily prepared using conventional Huisgen-type chemistry. Recently, the group of Professor Qin-Pei Wu from the Beijing Institute of Technology (P. R. of China) reported a versatile multi-component approach to this class of compounds. The method allows for a straightforward introduction of a range of 4,5-substitutents by varying the starting phosphonium bromide and aldehyde, which form an olefinic phosphonium salt intermediate that undergoes a 1,3-dipolar cycloaddition with sodium azide leading to the final 1H-1,2,3-triazoles.

Professor Wu said: “This paper reports an efficient one-pot method for the synthesis of 4,5-disubstituted 1H-1,2,3-triazoles via a key intermediate of olefinic phosphonium salt.”
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