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Synthesis 2019; 51(20): 3883-3890
DOI: 10.1055/s-0037-1611906
DOI: 10.1055/s-0037-1611906
paper
A Convenient Synthesis of 1,5-Fused 1,2,4-Triazoles from N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N–N Bond Formation
Further Information
Publication History
Received: 23 June 2019
Accepted after revision: 20 July 2019
Publication Date:
06 August 2019 (online)
Abstract
A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct metal-free oxidative N−N bond formation. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities.
Key words
N-arylamidine - [1,2,4]triazolo[1,5-a]pyridine - [1,2,4]triazolo[1,5-a]pyrazine - [1,2,4]triazolo[1,5-a]pyrimidine - chloramine-T - ethanolSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611906.
- Supporting Information
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